House rentals near Anna Maria Island

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Top-rated house rentals near Anna Maria Island

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The living area features light-colored furniture with decorative pillows and wall art. Large windows allow natural light to fill the space, and a cooling ceiling fan is present. A decorative bowl rests on the low coffee table, complementing the warm wood flooring.
Home in Holmes Beach
4.87 out of 5 average rating, 121 reviews

New Golf cart + 4bd/3b w pool/2100 sq ft home

Urban Oasis is a privately owned 2100 sq ft 4 bd, 3 bth on Anna Maria Island. 4 minute walk on a quiet residential street to walk to the beach.This home features grey blue hues, coastal furniture, driftwood accents, themed rooms and designer accents. A brand new 2024 6 str golf cart is included in your rental as well as a premium linen service including all towels and linens. Urban Oasis is truly a turnkey Vacation Rental! We also have a second property, Urban Oasis Too, if you like our style!

Top Guest favourite
A serene backyard features a large saltwater pool surrounded by lush greenery and tropical plants. Comfortable loungers are positioned near the pool, inviting relaxation under clear blue skies.
Home in Bradenton
4.98 out of 5 average rating, 180 reviews

Sunshine Retreat with heated saltwater pool

A beautiful 4 bedroom 2 bath home in a very quiet neighborhood in NW Bradenton. Quiet hours from 9pm to 7am. This ideal location is minutes away from the beautiful beaches of Anna Maria Island and IMG academy. Less than a mile to grocery stores, restaurants and shopping. The house has WIFI and cable TV. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). New saltwater pool and privacy fenced in back yard. Two stall garage for parking.

Guest favourite
Home in Holmes Beach
4.92 out of 5 average rating, 13 reviews

Walk to beach! Private pool! Sea Star Cottage

Private HEATED POOL-two minute walk to the BEACH. 2 bed/2bath home with private backyard and covered lanai. Beautifully decorated and centrally located near shops and restaurants.Enjoy a quiet setting off the main road. Modern amenities and plenty of seating options. Gas grill. Please be a good neighbor by keeping noise levels to a respectable level during the day and night. Excessive noise can deprive neighbors of the peaceful enjoyment of their private property. VRC 19-000082 license #

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Home in Holmes Beach
4.67 out of 5 average rating, 3 reviews

Golf Cart, Dream Weaver by SeaBreeze Vacation

Dream Weaver, offering 3 bedrooms/2.5 bathrooms, is an amazing, custom luxury home nestled in the residential area of Holmes Beach. This home has everything you need for your perfect Anna Maria Island vacation! From the luxurious, resort-style infinity pool that features a separate infinity spa to the putting green. There is also an elevator from the garage to all floors and a full gourmet kitchen. Dream Weaver has an outdoor TV for movies on the patio or watch it from the pool or spa.

Guest favourite
Home in Holmes Beach
4.93 out of 5 average rating, 122 reviews

The Peachy Beach House, steps to the gulf

The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Top Guest favourite
A light-filled living area features a comfortable, neutral-toned sofa adorned with textured pillows. A wooden coffee table rests on warm-toned flooring. The space includes a cozy lamp and a small dining area with two stools, complemented by natural decor elements on the walls.
Home in Holmes Beach
5 out of 5 average rating, 13 reviews

Charming houseB 2 min walk to beach, 4+, baby pets

Modern & comfortable 2-bedroom, 2-bathroom stay is a short couple minute walk to the white sand beach of Anna Maria Island. The fully equipped kitchen has modern appliances, and the open layout provides plenty of space to relax. Step outside onto private outdoor space to enjoy a morning coffee, sit and relax, or grill! Newly outfitted for the 2025 season, with brand-new furnishings, linens, and everything you need for a comfortable stay. Side-by-Side Units – Book One or Both!

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Home in Anna Maria
5 out of 5 average rating, 7 reviews

Mermaid's Treasure by Duncan Real Estate

Welcome to Mermaid's Treasure! A fabulous North-end beach vacation home with a private swimming pool, hot tub, and plenty of space for entertaining friends and family. This 2 bedroom and 2 bath getaway is just a quick walk away from pristine Gulf of Mexico beaches and is close to the famous Pine Ave, offering unique restaurants and shopping experiences. As you walk in, you'll notice the lovely beach vibe with a casual living area with comfy seating and a TV.

Top Guest favourite
An aerial view showcases a serene coastal area, emphasizing the proximity to a sandy beach just a short walk away. The vibrant blue water contrasts with the green palm trees and white homes lining the streets, creating a peaceful atmosphere typical of Anna Maria Island.
Home in Anna Maria
5 out of 5 average rating, 82 reviews

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedroom, 3 Bathroom home plus loft is professionally decorated throughout, with state-of-the art quartz counter tops, JennAir professional stainless-steel appliances, wide plank wood tile floors, bead board ceilings. All bathrooms have basket weave marble and quartz counters and there is a Whirlpool Washer & Dryer. The house has everything necessary for a perfect beach vacation.

Guest favourite
A mid-century modern home is framed by a large tree, with white walls reflecting the surrounding greenery. Potted plants add color to the entrance, while two decorative faces are positioned on a stone ledge. The area is bordered by white gravel, enhancing the peaceful ambiance.
Home in Siesta Key
5 out of 5 average rating, 8 reviews

Siesta Beach | Heated Pool | Pet Friendly |

ā˜ž Sauna, Fire-pit, BBQ (gas) ā˜ž Giant Outdoor Chessā™Ÿļø ā˜ž King & 2 Queen Beds ā˜ž Ample Parking (RV, Boat, etc) ā˜ž Fast WiFi šŸ›œ ā˜ž 4 Smart TVs (largest 85 inches) ā˜ž Gourmet Kitchen Main side ā˜ž Kitchenette on Guest side ā˜ž 2 Onsite washer + dryers ā˜ž 2 Outdoor Showers 怋30 mins to airport 怋2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

Guest favourite
A tranquil outdoor area features a swimming pool surrounded by lush palm trees and tropical plants. Two loungers invite relaxation beside the water, and a dining table is set for outdoor meals. Sunshine brightens the scene, enhancing the inviting ambiance.
Home in Holmes Beach
4.98 out of 5 average rating, 161 reviews

Captain's Quarters at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love my place because of the high ceilings, the location, and the ambiance. It is located in the lush tropical paradise of Spinnakers Vacation Cottages. With a large living room, dining area and large master suite, it is perfect for couples, families (with kids), and furry friends (dogs, with a small pet fee). Captains Quarters also has Private patio!

Top Guest favourite
An aerial view captures a kidney-shaped pool surrounded by lush greenery and vibrant landscaping. Lounge chairs are positioned nearby, while an umbrella offers shade. The pool design includes a spa area, contributing to a serene outdoor atmosphere.
Home in Bradenton
4.92 out of 5 average rating, 331 reviews

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Top Guest favourite
Home in Bradenton
4.99 out of 5 average rating, 115 reviews

Saltwater heated pool w/ massage chair + hot tub

Welcome to Citrus & Serena Stays, your private tropical oasis perfect for large families or groups! Near Bradenton’s attractions, including Anna Maria Island, this property features a screened-in heated saltwater pool, electric massage chair, fire pit, and more. With its playful orange-fruity dĆ©cor, it’s ideal for an unforgettable vacation ā˜€Bradenton Beach - 12 Min ā˜€Riverwalk - 10 Min ā˜€Anna Maria Island - 12 Min ā˜€IMG Academy - 10 Min

Popular amenities for house rentals near Anna Maria Island

Quick stats about house rentals near Anna Maria Island

  • Total holiday rentals

    Explore 1,570 holiday rentals in Anna Maria Island

  • Nightly prices starting at

    Anna Maria Island holiday rentals start at $17Ā NZD per night before taxes and fees

  • Verified guest reviews

    Over 20,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,500 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 640 rentals that welcome pets

  • Holiday rentals with a pool

    1,330 properties feature pools

  • Rentals with dedicated workspaces

    880 properties have a dedicated workspace

  • Wi-Fi availability

    1,560 of Anna Maria Island holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Anna Maria Island rentals

  • 4.8 Average rating

    Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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  3. Florida
  4. Manatee County
  5. Anna Maria Island
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