Anna Maria Holiday Rentals with Pools
Destination
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 mi
0 rentals in Anna Maria.
The following properties match some of your filters:
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
More info
Check-in
Check-out
As seen on
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Charming cottage in quiet area, close to beach & bay.
More info
Check-in
Check-out
As seen on
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
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!
More info
Check-in
Check-out
As seen on
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
More info
Check-in
Check-out
As seen on
BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX
More info
Check-in
Check-out
As seen on
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
More info
Check-in
Check-out
As seen on
Ideal Location, Stunning Villa! Close to beach, beach gear provided!
More info
Check-in
Check-out
As seen on
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes Sleeps 16
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
As seen on
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
More info
Check-in
Check-out
As seen on
Luxury home close to beach! Pool & putting green
More info
Check-in
Check-out
As seen on
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
More info
Check-in
Check-out
As seen on
Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay
More info
Check-in
Check-out
As seen on
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
Holiday Rental House
3 bedrooms
2 bathrooms
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
More info
Check-in
Check-out
As seen on
Kingfish- North end family home on canal!
More info
Check-in
Check-out
As seen on
Cloud 9- beachfront/heated pool/ 4 plus bedroom
More info
Check-in
Check-out
As seen on
SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV
More info
Check-in
Check-out
As seen on
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
More info
Check-in
Check-out
As seen on
Serendipity Gulfront- gulf beach front
More info
Check-in
Check-out
As seen on
Northshore Beach House near Pine Ave, north end of Anna Maria Island
More info
Check-in
Check-out
As seen on
AMI North End Private Heated Pool. Great location to beach
More info
Check-in
Check-out
As seen on
Bay Breeze Cottages #1 (The Mahi-Mahi)
More info
Check-in
Check-out
As seen on
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
More info
Check-in
Check-out
As seen on
Anna Maria Island Rentals - Beach Front - "Angels Envy"
More info
Check-in
Check-out
As seen on
Luxury waterfront home with private pool, putting green, golf cart and bikes!
More info
Check-in
Check-out
As seen on
Point's Hideaway - Ready for Guests, January 2025!
More info
Check-in
Check-out
As seen on
The Cottage on Pine - Ready for Guests, January 2025!
More info
Check-in
Check-out
As seen on
Private Home with Pool, Outdoor Dining Area with BBQ - Whispering Whale Retreat
More info
Check-in
Check-out
As seen on
4.9 rated Island rental with exceptional testimonials for over 10 years!
More info
Check-in
Check-out
As seen on
December from 1799 week - Waterfront/HotTub/ Pool/Dock/PuttGreen/Backyard
More info
Check-in
Check-out
As seen on
ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
More info
Check-in
Check-out
As seen on
Coconut Lagoon - Newly Furnished & Ready for Guests, December 2024!
More info
Check-in
Check-out
As seen on
Stunning 5 bedroom Luxury home, Pool and Spa, beach VIEWS!
More info
Check-in
Check-out
As seen on
Gorgeous island luxury home just one block to the Beach! Come stay with us!
More info
Check-in
Check-out
As seen on
Upscale waterfront home, private pool, beautiful views!
More info
Check-in
Check-out
As seen on
Newly Renovated Vintage AMI Cottage. Heated Pool! North End! 2 Blocks to Beach!
More info
Check-in
Check-out
As seen on
Anna Maria North End Retreat, Private Pool, 250 feet from the beach
More info
Check-in
Check-out
As seen on
NY EVE DISCOUNT 15%! NO DAMAGE GUESTS WELCOME! Gulf front, heated pool & hot tub
More info
Check-in
Check-out
As seen on
Gone Coastal: *3 mins to beach *Pet-Friendly *Budget-friendly
More info
Check-in
Check-out
As seen on
BON AMI: 3BR Family-Friendly Pool Home Less than Block from Beach
More info
Check-in
Check-out
As seen on
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
More info
Check-in
Check-out
As seen on
Reef Romance managed by Beach Retreats
More info
Check-in
Check-out
As seen on
White Pearl-New Premier AMI Home with Sunset Views
More info
Check-in
Check-out
As seen on
Sirenia By The Sea - Putting Green/Waterfront/Dock//Pool/ Hot Tub/Steps
More info
Check-in
Check-out
As seen on
Tropical gem near beach with amazing Gulf view, pool, spa, game room & roof deck
More info
Check-in
Check-out
As seen on
**SPECIAL** Anna Cabana B: 1BR North End Pool Home
More info
Check-in
Check-out
As seen on
Thanksgiving dinner included: 15lb Turkey/Sweet Potato Mash/Pumpkin Pie
More info
Check-in
Check-out
As seen on
Golf Cart, Bimini Cove by SeaBreeze Vacation
More info
Check-in
Check-out
As seen on
Showing results 1-50 of 754
Anna Maria TourismAnna Maria HotelsAnna Maria Holiday RentalsFlights to Anna MariaAnna Maria RestaurantsAnna Maria AttractionsAnna Maria Travel ForumAnna Maria PhotosAnna Maria MapAnna Maria Guide
All Anna Maria HotelsAnna Maria Hotel Deals
Things to DoRestaurantsFlightsAnna Maria MotelsFamily Hotels Anna MariaAnna Maria ResortsRomantic Hotels in Anna MariaBusiness Hotels Anna MariaAnna Maria Green HotelsAnna Maria Beach Hotels
Anna 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 Exotic HotelsAnna Maria Hotels with Heated PoolBeach Resorts in Anna MariaFamily Resorts in Anna Maria
Holiday Rentals near Egmont Key State ParkHoliday Rentals near Bean PointHoliday Rentals near Fort De Soto ParkHoliday Rentals near Emerson Point PreserveHoliday Rentals near Pirate Adventures of CortezHoliday Rentals near Robinson Nature PreserveHoliday Rentals near Manatee Public BeachHoliday Rentals near Palma Sola Botanical ParkHoliday Rentals near Bridge Street BazaarHoliday Rentals near Coquina Beach