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Holmes Beach Romantic Vacation Rentals

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39 rentals in Holmes Beach.
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Charming Cottage, just one block off beach with private pool. Come stay awhile!, vacation rental in Holmes Beach

Charming Cottage, just one block off beach with private pool. Come stay awhile!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LAST MINUTE 2017 One Block To Beach. West Of Gulf Duplex With 2 Beds / 2 Baths, vacation rental in Holmes Beach

LAST MINUTE 2017 One Block To Beach. West Of Gulf Duplex With 2 Beds / 2 Baths

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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One Block to Beach! 2 beds / 2 Bath - West of Gulf, vacation rental in Holmes Beach

One Block to Beach! 2 beds / 2 Bath - West of Gulf

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Cabana West - Private Pool - Close to Beach, vacation rental in Holmes Beach

Cozy Cabana West - Private Pool - Close to Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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6 other travelers have booked this property
Charming cottage-style condo w/ shared pool, Gulf views & easy beach access!, vacation rental in Holmes Beach

Charming cottage-style condo w/ shared pool, Gulf views & easy beach access!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Elegant Gulf Front Condo Overlooking Both Beach and Pool, vacation rental in Holmes Beach

Elegant Gulf Front Condo Overlooking Both Beach and Pool

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3 bed 2.5 bath Heated Pool Elevator Ping Pong FREE WIFI, vacation rental in Holmes Beach

3 bed 2.5 bath Heated Pool Elevator Ping Pong FREE WIFI

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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BEACHFRONT condo, sleeps  6, updated, stocked with everything, popular location, vacation rental in Holmes Beach

BEACHFRONT condo, sleeps 6, updated, stocked with everything, popular location

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Second-floor, waterfront getaway w/ Gulf view, shared pool & tennis court, vacation rental in Holmes Beach

Second-floor, waterfront getaway w/ Gulf view, shared pool & tennis court

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront home with furnished deck and Gulf views  - walk right onto the beach, vacation rental in Holmes Beach

Waterfront home with furnished deck and Gulf views - walk right onto the beach

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Dog-friendly beachy condo w/ tropical gardens, close to the ocean, vacation rental in Holmes Beach

Dog-friendly beachy condo w/ tropical gardens, close to the ocean

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, lakeside home w/ upscale amenities, private pool, & fishing dock, vacation rental in Holmes Beach

Beautiful, lakeside home w/ upscale amenities, private pool, & fishing dock

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Water's Edge 110N by Duncan Real Estate, vacation rental in Holmes Beach

Water's Edge 110N by Duncan Real Estate

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Condo with tropical gardens just a few blocks from the beach - dog friendly, vacation rental in Holmes Beach

Condo with tropical gardens just a few blocks from the beach - dog friendly

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW LISTING! Quaint condo surrounded by lush vegetation, close to the beach, vacation rental in Holmes Beach

NEW LISTING! Quaint condo surrounded by lush vegetation, close to the beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Two-level condo w/ furnished balcony, shared pool & water views!, vacation rental in Holmes Beach

Two-level condo w/ furnished balcony, shared pool & water views!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Quiet, Comfortable, Beach Condo With Modern, Coastal Flare, vacation rental in Holmes Beach

Quiet, Comfortable, Beach Condo With Modern, Coastal Flare

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly condo w/shared grill & garden views- Snowbirds welcome!, vacation rental in Holmes Beach

Dog-friendly condo w/shared grill & garden views- Snowbirds welcome!

2 bedrooms
2 bathrooms
Sleeps 6
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Oversized 3 Bedroom Home Pool, Spa and Elevator, vacation rental in Holmes Beach

Oversized 3 Bedroom Home Pool, Spa and Elevator

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly getaway w/ a shared heated pool - walk to the beach!, vacation rental in Holmes Beach

Dog-friendly getaway w/ a shared heated pool - walk to the beach!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Vibrant Island Home! Private Pool & Outdoor Dining!, vacation rental in Holmes Beach

Vibrant Island Home! Private Pool & Outdoor Dining!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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'Chillin in Margaritaville' brand new penthouse condo near Anna Maria Island, vacation rental in Holmes Beach

'Chillin in Margaritaville' brand new penthouse condo near Anna Maria Island

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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New Modern European Themed Home, vacation rental in Holmes Beach

New Modern European Themed Home

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Family Vacation home just off the beach! Private Pool!, vacation rental in Holmes Beach

Perfect Family Vacation home just off the beach! Private Pool!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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All you need for your perfect vacation by the Beach Sleeps 8 with Heated Pool., vacation rental in Holmes Beach

All you need for your perfect vacation by the Beach Sleeps 8 with Heated Pool.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Anna Maria Island Beach Paradise 6, vacation rental in Holmes Beach

Anna Maria Island Beach Paradise 6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 other travelers have booked this property
NEW! Executive Retreat, Walk to Holmes Beach/Shops, vacation rental in Holmes Beach

NEW! Executive Retreat, Walk to Holmes Beach/Shops

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Beach-Pool-Jacuzzi - - 2 room studio with kitchen #1, vacation rental in Holmes Beach

Beach-Pool-Jacuzzi - - 2 room studio with kitchen #1

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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#6 Close to Beach -2 Kid Free Pools with Jacuzzi, vacation rental in Holmes Beach

#6 Close to Beach -2 Kid Free Pools with Jacuzzi

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Home on Anna Maria Island 2 Blocks from Beach with Private Pool, vacation rental in Holmes Beach

Charming Home on Anna Maria Island 2 Blocks from Beach with Private Pool

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy a Romantic Vacation in a Special Condo right on Bradenton Beach for the pe, vacation rental in Holmes Beach

Enjoy a Romantic Vacation in a Special Condo right on Bradenton Beach for the pe

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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1 other traveler has booked this property
Anna Maria Island Beach Paradise 10, vacation rental in Holmes Beach

Anna Maria Island Beach Paradise 10

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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1 other traveler has booked this property
Second-floor, waterfront getaway w/ Gulf view, shared pool & tennis court, vacation rental in Holmes Beach

Second-floor, waterfront getaway w/ Gulf view, shared pool & tennis court

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Adorable, Affordable, Comfortable, Florida Cottage, GREAT Location With Pool, vacation rental in Holmes Beach

Adorable, Affordable, Comfortable, Florida Cottage, GREAT Location With Pool

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront getaway w/ Gulf view, shared pool & tennis court, vacation rental in Holmes Beach

Waterfront getaway w/ Gulf view, shared pool & tennis court

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1 other traveler has booked this property
Two-level condo w/ furnished balcony, shared pool & water views!, vacation rental in Holmes Beach

Two-level condo w/ furnished balcony, shared pool & water views!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private Jacuzzi - Perfect for 2 couples * Haley's Couples Retreat -#21, vacation rental in Holmes Beach

Private Jacuzzi - Perfect for 2 couples * Haley's Couples Retreat -#21

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Home Sweet Holmes, vacation rental in Holmes Beach

Home Sweet Holmes

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Waters Edge 110N, vacation rental in Holmes Beach

Waters Edge 110N

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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.
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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.
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.