Beach house holiday rentals in Anna Maria Island

Find and book unique beach houses on Airbnb

Top-rated beach house rentals in Anna Maria Island

Guests agree: these beach houses are highly rated for location, cleanliness and more.

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Guest favourite

Home in Belleair Beach

4.95 out of 5 average rating, 201 reviews

Steps to a Private Beach Clearwater Belleair

Looking better than ever! So many upgrades!. You will love our design! No surrounding construction - 100% 5 stars reviews after renovation. An amazing Key West style beach bungalow retreat 20 steps to the Shore. The bungalow is located on the third row of houses with direct access to the beach. 5-Star bright and spacious PRIVATE beach Key West style beach bungalow retreat perfect for enjoying and experience all that Belleair Beach has to offer. This unique space is great for a family that wan

Top guest favourite

Home in Indian Rocks Beach

4.99 out of 5 average rating, 156 reviews

Luxe BeachHouseB with Hot Tub, 2 min Walk to Beach

Welcome to your home away from home. Sand, sun, and ocean breeze are waiting for you. Our modern Beach House is located 2 minutes walk from the beautiful and quiet beach with direct beach access. It's a newly built four story house with nice backyard,hot tub,rooftop and available GolfCart. We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quiet neighborhood and still a walking distance from restaurants bars and stores. BTR#209

Guest favourite

Home in Seminole

4.96 out of 5 average rating, 110 reviews

Heated Pool & Hot Tub 0.7 mile from Beach

Welcome to our beach house! This is the perfect place for a family vacation or friend getaway. Why We Love The Home: - 0.7 miles from the beach and tons of restaurants/attractions - Resort style backyard with saltwater pool, hot tub, mural for photos and outdoor shower - Quiet and safe neighborhood - Perfect kitchen for entertaining with double ovens Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete Enjoy your stay!

Guest favourite

Home in Redington Beach

4.95 out of 5 average rating, 61 reviews

JLI Coastal Retreat - Five Star Gem by the Sea!

Escape to the serene haven of Redington Beach & craft unforgettable family memories at this retreat! Enjoy a hassle-free stay with no cleaning fees—everything is included in the rental price. This gem promises rave reviews with its meticulously maintained 4 beds 3 baths ! Enjoy upgraded King & Queen beds, & Sofa Couch. Smart TVs, & a fully equipped kitchen. Savor quality moments - fam games, delightful cookouts on the grill, & beach gear for your enjoyment on one of Florida's finest beaches.

Guest favourite

Home in Indian Rocks Beach

4.91 out of 5 average rating, 116 reviews

Beautiful beach haven! 4 bedrooms! Sleeps 10!

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. New photos coming soon to showcase renovations!. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID upon booking. Vtr-1609

Guest favourite

Home in Sarasota

4.93 out of 5 average rating, 46 reviews

Fenced Yard | Vry Private | 400Mb | BBQ | Netflix

✔Walkable ✔Beach Gear ✔Fenced Yard Have a dog? Read next section. ☞ Walk Score 80 (Walk to cafes, dining, shopping, etc.) ☞ Beach access (2 mins) ☞ Deck w/ alfresco dining + BBQ ☞ Fully equipped + stocked kitchen ★"Just a short walk to the river for the most beautiful sunsets" ☞ Parking → driveway (5 cars) ☞ Onsite washer + dryer ☞ Outdoor shower ☞ 400 Mbps wifi I want you! Tell me what I can do to be your host. 9 mins → Downtown Sarasota 4 mins → Sarasota Bradenton International Airport ✈

Guest favourite

Home in Treasure Island

4.83 out of 5 average rating, 161 reviews

Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets

BEACHFRONT HOUSE Private Heated Pool & Spa, Pets OK *** Photos updated Jan 26th 2025 Enjoy amazing sunsets & white sandy beaches from this unique property. About 1/4 acre, beach front property directly on the Gulf of Mexico. Located on a quiet street in Treasure Island, just a few blocks to John's Pass shops. ENJOY great family times, never ending views of sunsets, boating, dolphins, sea birds. Great location walk to John's Pass for great shopping, restaurants, boat rentals, fishing trips.

Guest favourite

Home in Sarasota

4.88 out of 5 average rating, 153 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Top guest favourite

Home in St. Petersburg

4.96 out of 5 average rating, 257 reviews

Beach Pool Home+ Outdoor Theater ABFab Decor!

Host's FAVORITE home! Prepare to walk in and your heart to skip a beat because pictures do not capture how stunning this home is in person! EVERYTHING is IG-worthy and the effort put in to make this fantastic will not be lost! Did you see the poolside cabana? Or the outdoor dining and movie theater! Home sleeps 14 with 4BR+3baths. Just 4 minutes to beaches and 25 mins. to downtown. Optional heated pool for add'l cost. Check my Airbnb profile for all 17 of our nearby home options.

Guest favourite

Home in Indian Rocks Beach

4.85 out of 5 average rating, 218 reviews

#3 Beach house 2/1 only 3 min walk to the beach

One block to the beach, quiet and safe 2 br, 1ba, 700 sq.ft. well equipped kitchen, lots of pots and pans, blender, mixer, regular coffee maker, toaster, tea kettle. High quality mattresses, front patio well equipped, 3 TV:S - in all rooms, charcoal grill, 19 towels: 4-shower, 4-hands, 4-wash cloth, 4- beach towels, 4 beach chairs, a cooler, hair dryer, iron, ceiling fans, parking for 2 cars. No steps, your private and free laundry. Large tree provides shade, close to restaurants.

Guest favourite

Home in Indian Shores

4.96 out of 5 average rating, 28 reviews

Beach House w/ Private Pool, Steps to the Beach!!

Private Beach Bungalow W/New Private Pool and Deck on Indian Shores Beach 🌊 -3 Bedrooms, 2 Bath, (Sleeps 8) - 300 👣from the beach with no roads to cross, on the sand, kid friendly! - Private fenced yard, deck with room for entertaining, gas grill, loungers, beach toys and games, beach cooler with wheels, beach wagon, beach umbrella all provided -laundry room with washer/dryer - Got a group?We have parking spaces for 6 🚗 - very rare for beachside properties!

Superhost

Home in St. Pete Beach

4.8 out of 5 average rating, 167 reviews

Steps 2 Beach-Island Cottage w/king bd+2bike+parki

Welcome to the Seashell rental, a hidden gem on Pass-a-Grille Island in St. Pete Beach! Just steps from the beach and crystal-clear waters. Relax in our well-appointed space with a King bed, living room, full kitchen. smart TVs, a step-in shower, and dining nook. Indulge in indoor or outdoor dining on the garden patios. A BBQ grill, 2 beach chairs+ 2 bikes are yours to enjoy! Unwind after beaching, shelling, fishing. Experience Pass-a-Grille's charm with us!