We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Waterfront vacation rentals in Anna Maria Island

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Anna Maria Island

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Condo in Indian Rocks Beach

4.89 out of 5 average rating, 110 reviews

Harbourside, 2/2, Waterfront-Newly Remodeled!

The two large slides and the lazy river will be closed periodically the week of January 9, 2023 through January 16 2023 for required slide maintenance. The kids splash pad will also be closed for cleaning and painting a couple days that week. The big pool will remain open. 4 FREE daily water park passes and parking for one car is included! 3/5 minute walk to the BEACH! This 2/2 condo is located at the 'Harborside@Marker 33' and 'Splash Harbour Water Park' complex. Your 3rd floor unit has a

Home in Tampa

4.91 out of 5 average rating, 149 reviews

Waterfront*Kayak Paddle Board *Heated Pool

WATERFRONT HOME OUTDOOR * Morning coffee on the Dock * Relaxing by the Pool * Lounging under the Pavilion * Cruising around the canal with 2 Paddle Boards/5 Kayaks * Nap on the Hammock * Swing for the kids INDOOR * 6 bedrooms/4 bathrooms * 7Queen Beds, 1 Sofa pull out bed * poker table *ping pong * foosball *Last minutes 1-2 nights booking may be available depending on availability. *Please make sure to read house rules before booking. *No Parties * No Events * No Loud Music

Home in Indian Rocks Beach

4.92 out of 5 average rating, 124 reviews

Your Dream Kitchen at the Beach! Pool & golf cart!

The Ultimate Florida Home! Upscale, coastal waterfront home with amazing kitchen! All brand new luxury appliances, including a 60” giant fridge & 48” range. It’s a chef’s dream kitchen! Additionally, every bedroom has a water view & a smart TV. Tons of room to hang out and entertain, ideal for large groups! Located on a saltwater canal & less than 3 min to the beach. Amazing outdoor area, fully equipped & less than 5 min from restaurants, bars & shops. Golf cart included!

Rental unit in Clearwater

4.98 out of 5 average rating, 119 reviews

Anchors UP #4, WALK to Beach; WATER VIEW; Sleeps 8

Intracoastal WATERFRONT, steps from sugar WHITE SAND beach with FREE parking. Huge window in living room provides a serene view where gulls, pelicans, and DOLPHINS might be spotted. Fully RENOVATED from top to bottom, this 1400sf apartment offers spacious WALK-IN showers, soft/comfortable beds, full kitchen and WATER VIEW. For a clean, relaxing, and AFFORDABLE getaway, choose Anchors UP. Beach/Shops/Restaurants/Bars-10minute walk; Pier 60/Marina/N. Beach-15 minute walk

Home in Indian Rocks Beach

4.97 out of 5 average rating, 110 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

Condo in Indian Rocks Beach

4.99 out of 5 average rating, 113 reviews

Villa Al Golfo Pristine Waterfront Oasis

Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam beds & secured safe.

Home in Indian Rocks Beach

4.84 out of 5 average rating, 234 reviews

Amazing water front view home newly renovated

Don't miss the amazing waterfront sunset from the deck. This 1900 sq ft newly renovated,3 bdrm 2 bth home is 10 minutes walk to the beach or park at the beach parking. Sleeps 10, 1 king bd, 2 queen bds, 2 queen pull outs, 6 parking spaces, large deck, dock available for guests, patio furniture, gas grill, much more. Close to shopping, restaurants, and entertainment. Fly in through Tampa international airport and Saint Petersburg airport. Business tax BT# 1701

Rental unit in Clearwater

4.86 out of 5 average rating, 111 reviews

Coastal Waterview Condo 2 Blocks to Beach

Wake up to your own water view with our comfortable direct waterfront 1 bedroom 1 bath villa on world-famous Clearwater Beach! Quiet & centrally located neighborhood on the edge of residential and commercial districts allowing for easy walking distance to everything on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!

Condo in St. Petersburg

4.85 out of 5 average rating, 271 reviews

No Pool due to Helene - Waterview Condo Resort

Elevator down. Up one flight of stairs. NO POOL. Pool damage due to Helene until further notice. Expected to be repaired by November/December. Waterfront condo with pool view. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete.

Condo in Bradenton Beach

4.93 out of 5 average rating, 121 reviews

Beach, Bay & Pool

Steps from the beach, heated pool & right on the water. Spacious 2 bedroom 2 bath with a lovely waterfront balcony. 3 minute walk to a gorgeous white sand beach. Restaurants and shops in walking distance at this IDEAL LOCATION !! Spend hours watching the pelicans & dolphins, it's a wildlife lovers paradise.

Townhouse in Tampa

4.98 out of 5 average rating, 113 reviews

Modern, Waterfront, 2,000 square foot Townhouse.

Private home, great location just ten minutes from Tampa airport and a public boat ramp on Courtney Campbell Causeway. Fifteen minutes to Raymond James stadium, International mall and downtown Tampa. convenient location to Clearwater St. Pete and all area attractions. quiet residential neighborhood!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Anna Maria Island waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Rental unit in Bradenton Beach

4.89 out of 5 average rating, 121 reviews

Beachfront Studio right on the beach, Free Parking

Rental unit in Gulfport

4.99 out of 5 average rating, 118 reviews

Spacious Casa Marina in Gulfport

Rental unit in Indian Shores

4.96 out of 5 average rating, 119 reviews

Beach Front Condo!

Rental unit in Tampa

4.81 out of 5 average rating, 452 reviews

↱Riverfront Escape w/included kayaks near dwntwn↰

Rental unit in Saint Pete Beach

4.78 out of 5 average rating, 234 reviews

Expansive Gulf Views, Fully Remodeled, 2 Bedrooms

Rental unit in Indian Rocks Beach

4.95 out of 5 average rating, 151 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Rental unit in Siesta Key

4.79 out of 5 average rating, 189 reviews

2/2 Beach House Apt on Siesta Key

Rental unit in Siesta Key

4.68 out of 5 average rating, 173 reviews

Siesta Key Condo. Sit by the water !

Waterfront house rentals

Home in Bradenton

4.93 out of 5 average rating, 169 reviews

Peaceful Braden River Oasis: Cottage

Home in Tampa

4.9 out of 5 average rating, 104 reviews

Waterfront Resort with HEATED POOL!

Home in Tampa

4.93 out of 5 average rating, 169 reviews

Amazing waterfront vacation home (heated Pool)

Home in Apollo Beach

4.98 out of 5 average rating, 123 reviews

5 Bed/4 Bath Waterfront "Lay Low" in Apollo Beach

Home in Indian Rocks Beach

5 out of 5 average rating, 146 reviews

Piece of paradise in Indian Rocks Beach.

Home in Tampa

4.97 out of 5 average rating, 32 reviews

Waterfront South Tampa Home | Pool & Hot Tub

Home in Tampa

4.89 out of 5 average rating, 152 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

Home in Seminole

4.91 out of 5 average rating, 106 reviews

Peaceful-Lakefront-King bed - 10 min to beaches

Waterfront condo rentals

Condo in St. Petersburg

4.83 out of 5 average rating, 116 reviews

Breathtaking Waterview Condo!

Condo in Clearwater

4.99 out of 5 average rating, 119 reviews

✔Waterfront |3BR |2Kings |Pool |Balcony |Beach

Condo in Treasure Island

4.92 out of 5 average rating, 111 reviews

Waterfront Condo - Dolphin sightings-Walk to beach

Condo in Tampa

4.95 out of 5 average rating, 147 reviews

Waterfront condo with sunset views of Tampa Bay.

Condo in Madeira Beach

4.91 out of 5 average rating, 119 reviews

Arie Dam 302, Beach Front Condo - 2Bed/2Bath

Condo in Saint Petersburg

4.98 out of 5 average rating, 259 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Condo in Clearwater

4.93 out of 5 average rating, 139 reviews

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.

Condo in Tampa

4.94 out of 5 average rating, 251 reviews

Modern Waterfront Condo - Captivating Sunset Views

Destinations to explore