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Vacation Rentals in Holmes Beach, FL

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All 542 Rentals in Holmes Beach
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From
$143
Per Night
1 / 28
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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$165
Per Night
1 / 20
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1 Bedroom, 1 Bathroom, Sleeps 4
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$193
Per Night
1 / 31
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$100
Per Night
1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. We offer three locations on... View all property information
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4 of 5 stars Reviewed December 1, 2014
Excellent location near all the best restaurants and 20 steps to the beach!!! I was the first person to rent this cozy clean cute beach house. Danny & Brenda are very...
5 of 5 stars Reviewed August 31, 2014
Everything was perfect on our stay at Ohana North. We had a great time being close to the beach. The place was clean and thoughtfully stocked with things like beach chairs...
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From
$170
Per Night
1 / 52
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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5 of 5 stars Reviewed October 29, 2014
We had a great time and the house was perfect. Our group was two families with 5 young children and 4 adults. Plenty of room in the house and everyone loved the pool. Alex was...
5 of 5 stars Reviewed September 10, 2014
We stayed in the house for a 4th of July holiday. The house is very well kept and had ample room for 4 adults and 3 children. The house is located a short walk from the beach...
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From
$200
Per Night
1 / 37
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
In certain parts of the world, the Mediterranean is a byword for family vacations in the sun, relaxing, and taking a break from the stresses and strains of modern life. On Anna Maria Island, the Mediterranean design of Beach Escape promises you exactly the same enjoyment. This home is just the... View all property information
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From
$107
Per Night
1 / 10
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1 Bedroom, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Dishwasher
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This property can only accept 7 nights stays with a check-in on Saturday Anna Maria Island's newest and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a day at the... View all property information
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From
$442
Per Night
1 / 69
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Steps from the beach and Gulf of Mexico, La Casa Costiera sits on the edge of seven miles of white sugar sands that fringe the water's edge. The architecture is an exotic mix of Tuscan, Italian and Spanish Mediterranean detail. You will be hard-pressed to find a Gulf front condo that is more... View all property information
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From
$110
Per Night
1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Two bedroom, two bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless appliances and ample counter space for prepare meals or just hanging around enjoying a drink together. There is wireless internet... View all property information
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5 of 5 stars Reviewed December 12, 2014
The rental was perfect, clean, nicely furnished and very cozy. Having a heated pool right out our back patio was a definite plus.
4 of 5 stars Reviewed November 16, 2014
This is a really charming unit. It's in walking distance to the beach and a short drive to the local shopping area. The house has a granite top kitchen, updated bathrooms, and...
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From
$175
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick BBQ pit, and picket fencing, is... View all property information
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From
$165
Per Night
1 / 13
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Gorgeous gulf views and steps to white sandy beaches across the street from this 2 bedroom,2 bath elevated vacation rental. Up two flights of stairs to this top unit, with a partial view of the Gulf of Mexico just outside your front door. With 12 x 63 open covered deck below to enjoy the gulf... View all property information
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From
$471
Per Night
1 / 21
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Luxury at Anna Maria Island La Plage 2 6402 Gulf Drive Unit 2 Holmes Beach, FL 34217 La Plage 2 is Island luxury at its finest! An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this beachfront enclave will exceed all your expectations. Relax... View all property information
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From
$120
Per Night
1 / 10
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This lovely property features a tropical setting surrounding a heated swimming pool. The six unit complex is located one block from the beach. Great for family reunions or wedding parties. This unit is a one bedroom one bath full size apartment. King bed in bedroom and a sofa sleeper in the... View all property information
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From
$750
Per Night
1 / 41
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This luxurious 3 bedroom, 2 1/2 bathroom unit features Direct Gulf front, high floor views, making this one of the most spectacular condos on Anna Maria Island. The interior has deep cherry wood island style furniture, granite countertops, imported tiles, designer kitchen, crown molding and... View all property information
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From
$179
Per Night
1 / 18
4 Bedrooms, 8 Bathrooms, Sleeps 12
Details Reviews (7) Make Inquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy this new elevated vacation rental home with private lagoon style pool with lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably yet comfortably decorated living room offers big comfy furniture centered around a new 50" flat screen TV with Blue Ray/DVD player where... View all property information
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From
$471
Per Night
1 / 61
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
The Gulf-front Bradenton Beach Club condo is located at 1700 Gulf Drive, and features a spa, two heated pools, an elevator, and bayside gazebo. This spacious condo has panoramic beach views from your living room, balcony and master bedroom. Across the street on the bay is a boardwalk through a... View all property information
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From
$165
Per Night
1 / 18
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Beach
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
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From
$200
Per Night
1 / 17
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Beach
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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From
$143
Per Night
1 / 15
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
About this property
Very comfortably furnished and updated home equipped with every vacation need. Washer and dryer,cable televisions, Wi-Fi, land line phone, screened rear porch for outdoor smoking only There is an outdoor gas grill.. Well-behaved dogs up to 25 pounds are permitted for extra fee of $100.00. All... View all property information
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From
$1,000
Per Week
1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This extremely bright condo offers everything you could hope for in a seasonal rental property. Brilliant morning sun fills the living areas of this spacious unit. The kitchen is fully equipped and the family room features a raised seating area ideal for entertaining or watching the dolphins swam... View all property information
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From
$193
Per Night
1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This property is available for rentals 7 nights or more. 99 steps from the beach! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 18... View all property information
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From
$200
Per Night
1 / 35
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3 Bedrooms, 2 Bathrooms, Sleeps 4
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Details Reviews (18) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Private Beach
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
TripAdvisor EXCELLENCE AWARD | Exquisite direct beachfront condo with 2 bedrooms, 2 baths and den | Stunning views | Sleeps 4-5 | Open kitchen | Granite counter tops | Large storeroom near beach with beach items | Beach side screened lanai with stairway direct to beach | Ceiling fans in every room... View all property information
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5 of 5 stars Reviewed November 12, 2014
We enjoyed and appreciated the beauty of Anna Maria Island!! We sunbathed, biked, swam, shopped, and ate way too much!! Marilyn was the perfect hostess, even though she was not...
5 of 5 stars Reviewed August 7, 2014
Our recent stay at Holmes Beach was simply amazing. We were pleased to walk in the door and find our vacation rental extremely clean and ready for our arrival. We were impressed...
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From
$142
Per Night
1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (11) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
6 reasons why you will love our condos as much as we do: *VIEW! So close to the beach, with a wonderful view from the living room and master bedroom - not to mention from the roof-top terrace! *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We really... View all property information
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From
$130
Per Night
1 / 26
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Come relax and enjoy your beach vacation at The Dolphin Club! 2 bedrooms and 1 bathroom, the master bedroom has a queen bed and the other has 2 twin beds. There is also a sleeper couch in the living room which can sleep 2 people. Fully air conditioned. Includes covered parking and outdoor deck with... View all property information
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From
$86
Per Night
1 / 14
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fountainhead Condo #5 is just a few steps from the beautiful beaches and azure blue water of the Gulf. This vacation rental is beautifully furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep six with a queen size bed in one bedroom, two twin beds in... View all property information
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From
$211
Per Night
1 / 34
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4 Bedrooms, 2 Bathrooms, Sleeps 10
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Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
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4 of 5 stars Reviewed October 2, 2014
We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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From
$165
Per Night
1 / 10
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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From
$900
Per Week
1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This charming 2 Bedroom 2 Bath is the fourth house from the gorgeous white sand beach on the Gulf of Mexico. Remodeled and updated, this fully furnished home features 1450 sq ft, plus garage and patio. Amenities include living room plus family room with TVs in both, fully equipped kitchen, laundry... View all property information
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5 of 5 stars Reviewed June 19, 2014
This place is absolutely magnificent. I would advise to travel light. The house has anything and everything you would need, housewares, bicycles, floats, towels, washer and dryer...
4 of 5 stars Reviewed May 18, 2014
Very well equipped for families perfect location will definately go back. Free trolley is excellent and easy to access, also for the attractions if you would like some fast fun...
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From
$250
Per Night
1 / 9
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3 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This authentic beach house was built from two surplus WWII Army barracks in a quiet part of Holmes Beach on the beach-side of Gulf Dr. and less than 100 yards from the beach. The master suite has a king size bed, an en suite bathroom, and a private outdoor shower and entrance. The second bedroom... View all property information
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From
$133
Per Night
1 / 16
2 Bedrooms, 3 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Bay Bella Vista 244 S. Harbor Drive Unit 2 Holmes Beach, Fl 34217 BAYFRONT CONDO - This 2 bedroom, 3 bathroom condo is beautifully furnished and features exceptional views of the intracoastal waterway. Enjoy the breathtaking views from the Master bedroom and living room! There is a private... View all property information
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From
$179
Per Night
1 / 9
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Authentic beach side house sleeps 12 comfortably, has spacious amenities with great outdoor spaces, and has quick access to the beach and trolley line. It's in a quiet area close to one of Florida's greatest stretches of beach! This house was built from two surplus WWII Army barracks in a quiet... View all property information
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From
$135
Per Night
1 / 13
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Apartment 8 is located on the upper level. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. The apartment has its own private balcony with stunning beach and sunset views. There is also a large shared deck with tables and chairs which overlooks the pool.... View all property information
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From
$135
Per Night
1 / 12
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
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Details Reviews (8) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the heated swimming pool. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. If you are looking for a great, affordable place to stay on Anna... View all property information
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4 of 5 stars Reviewed October 13, 2014
My husband and I were pleasantly surprised with this condo unit. It was so well equipped and nicely appointed with furnishings, lines and the like that we could have seen...
5 of 5 stars Reviewed August 31, 2014
We had a good time staying at this place. It was easy to get to, well situated next to the beach and a few dining establishments. WiFi was handy, TV channels were good, the...
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From
$150
Per Night
1 / 12
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a... View all property information
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4 of 5 stars Reviewed August 5, 2013
We stayed for 4 nights at the appartment and enjoyed all our time there. The appartment is well situated on easy access routes, across the way from the Publix and a brisk walk...
5 of 5 stars Reviewed August 19, 2014
Erholung pur!!! Super Appartment, liebevoll eingerichtet mit allem Zubehör ( z.B. Spiele, Gewürze, Kaffeefiltertüten usw.) Tolle Lage, Fußweg zu Publix und zum Strand, Balkon mit...
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From
$3,717
Per Week
1 / 22
4 Bedrooms, 4 Bathrooms, Sleeps 16
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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From
$175
Per Night
1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This is no ordinary rental! It is elegant, immaculate with upscale furnishings & very private while in one of the best locations on the Island! No car necessary while staying in this 1/1 apartment with optional 2nd bedroom (please inquire for availability). Second queen bedroom available for $75... View all property information
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5 of 5 stars Reviewed July 21, 2014
We spent a fun-filled week at this property. We loved being steps away from this gorgeous beach where the sunsets are amazing. The apartment was spotless and well maintained...
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From
$120
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Short walk to white sand beaches. Bike to nearby Robinson... View all property information
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From
$1,500
Per Week
1 / 18
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
What a great place! The first time I came to Anna Maria Island, I thought how could I get a place like this! A place where a clean shirt and flip flops are the norm. Where people say hi and the food is great and affordable. I watched my first wedding at sunset while having dinner on the beach.... View all property information
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5 of 5 stars Reviewed April 18, 2014
I completely agree with the previous review. We loved the view and certainly appreciated being at a walking distance to the beach and to the stores. Also the kitchen is better...
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From
$175
Per Night
1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Beautiful Condo just steps from the white sandy beach!. Spacious 2 bedroom/ 2 Bath with partial views from the rear lanai. Tastefully decorated and a fully stocked kitchen make this your home away from home!. Unobstructed views from the rooftop deck make for spectacular sunsets. Master bedroom has... View all property information
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1 of 5 stars Reviewed July 28, 2014
On 7/19/14 we checked in and found the condo had not been cleaned and all of the linens were on top of the washer and were all dirty. We had to start by sweeping floors, cleaning...
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From
$200
Per Night
1 / 32
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Castnetter Beach Resort #6 has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Located in the middle of beautiful Anna Maria Island and directly accross the street from the 7-Acre 'Manatee Public Beach.' Extensive renovations were completed... View all property information
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5 of 5 stars Reviewed May 28, 2014
First of all this unit is so beautifully furnished. You feel like you're at home. Plus the private balcony is perfect for laying out or drinking your morning coffee or eating your...
5 of 5 stars Reviewed November 9, 2012
We stayed at Castnetter unit 6 for four nights Oct 2012. It had been quite difficult to find a condo for a short stay on AMI so we were pleased to have found this. At first...
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From
$102
Per Night
1 / 25
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The perfect spot for the budget-conscious, beach-loving vacationer! This comfortable and clean 2 bedroom/2 bath elevated duplex is only 200 yards from the fabulous white sand beach and crystal-clear waters of the Gulf of Mexico! If rising vacation rental prices have you worried, this is your... View all property information
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From
$2,100
Per Week
1 / 13
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach... View all property information
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From
$279
Per Night
1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Make your stay in Florida fun and easy! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up and down the coast. The condo is on the top floor (6th) of the building and is completely furnished with a dining table that seats 6 – 8, sofa and loveseat, coffee and end tables, flat... View all property information
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From
$197
Per Night
1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy one of the most breathtaking views on the island from this lovely two bedroom/two bath upstairs unit at West Bay Point Moorings. Not only are the views spectacular, but the entire complex is unique on Anna Maria, with large, open vistas, lush landscaping, four heated swimming pools, two... View all property information
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1 / 12
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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From
$1,299
Per Week
1 / 15
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This cottage duplex is in a great location for all that Anna Maria offers. It is only a few blocks from the beautiful Gulf beaches and is convenient for catching the trolley or heading to any of the shops or restaurants on the island. After a great day on the beach relax in the living room with... View all property information
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From
$742
Per Week
1 / 26
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
West Bay Cove is a great location for taking advantage of everything that Anna Maria Island has to offer. Only a block from the public beach area, close to the grocery store, several shops and at a trolley stop, this condo will meet all of your needs without a car. The grounds are well cared for... View all property information
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From
$1,050
Per Week
1 / 12
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This cottage duplex is in a great location for all that Anna Maria offers. It is only a few blocks from the beautiful Gulf beaches and is convenient for catching the trolley or heading to any of the shops or restaurants on the island. After a great day on the beach relax in the living room with... View all property information
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From
$399
Per Night
1 / 14
Payment Protection
3 Bedrooms, 4 Bathrooms, Sleeps 9
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
200 feet from the Gulf Beach-Dead End Street. 2200 sqft of air conditioned luxury, 3 Bedroom, 3.5 Bath, All 3 bedrooms have private bath with walk-in shower. Deluxe kitchen with double fridge, wine fridge, double oven, microwave, dishwasher, water distiller and well equipped to cook Thanksgiving... View all property information
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From
$840
Per Week
1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Seacrest II Condo, Unit #4 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heated pool, and every amenity to make your stay here... View all property information
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Suitability

  • Wheelchair access (25)
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  • Pet friendly (117)
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Holmes Beach Vacation Rentals

Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.

Where to Stay in Holmes Beach

Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.

Fun things to do in Holmes Beach

A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.

Enjoy a beach picnic with the locals under the Australian Pines, or find a secluded cove and enjoy some private sunbathing. Prefer an animated beach crowd? Then the all-you-can-eat pancake breakfasts at "Cafe on the Beach" is your scene.

More beach Fun

Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.

Dining and entertainment

Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.