Anna Maria Vacation Rentals
Destination
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 mi
668 rentals in Anna Maria.
SunKissed Cottage - beachfront north end AMI
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Naut 2 Shabby Bungalow | A sweet and cozy getaway on Pine Avenue!
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Charming cottage in quiet area, close to beach & bay.
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Boutique Spanish-Style Villa - perfect for a family or couples getaway
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Near Bean Point!! Short stays available! Heated Pool
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Beautiful Ground Level Home with Heated Pool!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Private Home with Rooftop Deck, Pool, and Hot Tub!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
La Bella Bungalow | Beachfront, nostalgic beach cottage ambiance �
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
As seen on
Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Canal-front home with private dock, covered lanai with heated pool and grill
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Spectacular Beachfront House with Pool
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Private Salt Water Pool & Spa, WALK TO BEACH, near Bean Point, GROUND LEVEL.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Private Home with Heated Pool and Screened Lanai, 2 Houses to Beach
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Luxury home close to beach! Pool & putting green
Rental Home
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check in
Check out
As seen on
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Coconut Cove: *Canalfront *Pet-friendly *Putt-putt *Pool *Hot Tub
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Updated bayside condo with heated pool - across the street from the beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Ground-floor duplex with fast WiFi, central AC & grill
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Budget-Friendly Beach Condo w/Shared Pool, Washer/Dryer, Free WiFi, Full Kitchen
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
BEAUTIFUL BEAN POINT LOCATION 200 FEET TO ROD AND REEL PIER! EVERYTHING INCLUDED
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Beachfront, EASTER SPECIAL, SEE RATES Dogs R free, Walking Beach, Awesome views
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Kingfish- North end family home on canal!
Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Lady from the Sea - Private pool! 1 Block to beach!
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
BeachFront 4/3/ Amazing Views
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Cloud 9- beachfront/heated pool/ 4 plus bedroom
Rental Home
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
As seen on
Beautiful, Gulf-Front Home on Bean Point--Halcyon House
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Serendipity Gulfront- gulf beach front
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Northshore Beach House near Pine Ave, north end of Anna Maria Island
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Charming house with private heated pool, lanai. Great location to beach & shops
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
AMI North End Private Heated Pool. Great location to beach
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Bay Breeze Cottages #1 (The Mahi-Mahi)
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Convenient Condo Near the Beach w/Shared Pool, Washer/Dryer, Free WiFi, & More
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Newly-Renovated, Dog-Friendly Home w/ Private Heated Pool & Streaming Services
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Showing results 1-50 of 668
Frequently Asked Questions about Anna Maria
- Yes, here are some popular vacation rentals in Anna Maria that have a pool:
- SunKissed Cottage - beachfront north end AMI
- Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
- Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!
- Yes, here are some popular vacation rentals in Anna Maria that have internet access:
- SunKissed Cottage - beachfront north end AMI
- Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
- Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!
- The best pet friendly rentals in Anna Maria are:
- Charming cottage in quiet area, close to beach & bay.
- Boutique Spanish-Style Villa - perfect for a family or couples getaway
- Waterfront dog-friendly home with heated private pool, dock, views, and lanai
- Some of the most popular kid friendly rentals in Anna Maria are:
- SunKissed Cottage - beachfront north end AMI
- Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
- Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!
Anna Maria TourismAnna Maria HotelsAnna Maria Vacation RentalsFlights to Anna MariaAnna Maria RestaurantsThings to Do in Anna MariaAnna Maria Travel ForumAnna Maria PhotosAnna Maria MapAnna Maria Travel Guide
All Anna Maria HotelsAnna Maria Hotel Deals
Things to DoRestaurantsFlightsAnna Maria MotelsAnna Maria ResortsAnna Maria Family HotelsRomantic Hotels in Anna MariaAnna Maria Green HotelsAnna Maria Business HotelsAnna Maria Beach Hotels
Beachfront Hotels in Anna MariaAnna Maria Hotels with Outdoor PoolAnna Maria Hotels with a ViewAnna Maria Non-Smoking HotelsAnna Maria Hotels with Air ConditioningAnna Maria Hotels with Laundry FacilitiesAnna Maria Hotels with Heated PoolAnna Maria Exotic HotelsFamily Resorts in Anna Maria
Pet Friendly Rentals in Anna MariaRentals with Pools in Anna MariaKid Friendly Anna Maria Vacation Rentals
Vacation Rentals near Egmont Key State ParkVacation Rentals near Bean PointVacation Rentals near Fort De Soto ParkVacation Rentals near Emerson Point PreserveVacation Rentals near Pirate Adventures of CortezVacation Rentals near Robinson Nature PreserveVacation Rentals near Manatee Public BeachVacation Rentals near Palma Sola Botanical ParkVacation Rentals near Bridge Street BazaarVacation Rentals near Coquina Beach