
House vacation rentals in Anna Maria
Find and book unique houses on Airbnb
Top-rated house rentals in Anna Maria
Guests agree: these houses are highly rated for location, cleanliness, and more.

Be an AMI
This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Charming Beach house amongst huge Banyon Trees
Charming bright beach house set amongst grand Banyan trees on tip of Anna Maria. 3 min's stroll over a small fishing bridge to historic Pine Ave w/ quaint eateries and shops. Huge fenced yard voted "A Tropical Paradise" Porch sits among huge banyan trees with native birds. 7 min’s walk to bay front beach or rod and reel pier for fresh meals, cocktails, fishing w/ equip & bait supplied, from there stroll along The beach to "Bean Point" voted 1 of the most beautiful beaches in the world.

Breezy Harbor AMI pool retreat near the Beach
Charming Breezy Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our open calendar -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

2nd House from the Beach with No Roads to Cross
Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north tip of the island. The front deck is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

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

Sea Shack - 2bd/2ba POOL Home
Welcome to Sea Shack, an inviting ground level vacation home with a pool just steps away from the beach! Visit Pine Ave’s locally-owned boutiques and restaurants just a five-minute walk away. This rental accommodates up to 6 guest. Fully equipped kitchen has plenty of storage space for all your cooking necessities. Friends and family can gather in the living area for movie night or a bored game. have a fun-filled day in your backyard oasis, swim in the gorgeous pool.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

Ocean72 | Heated Pool & Spa | 2BR Near Beach
Welcome to your island escape! Nestled in Holmes Beach, this stunning retreat at Ocean72 offers the perfect blend of luxury and relaxation. Just a short walk to sugar-white beaches, this home boasts a private heated pool, and spa, lush tropical landscaping, and spacious indoor-outdoor living. Enjoy a fully stocked kitchen, plush beds, and beach gear for your adventures. Ideal for families & groups, this coastal gem is your perfect getaway on Anna Maria Island!

Private Heated Pool, Turfed Putting Green Retreat
Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

Minnow 2 by Duncan Real Estate
Easy Island living at Minnow 2 will want you to stay longer! This property is half of a ground level duplex. This beautiful and tastefully decorated two-bedroom, one bathroom beach cottage has wood flooring throughout. It offers 2 bedrooms with king beds each and sleeps up to four people in total. If you have more people in your party, consider renting Minnow 1 which is the other half of the duplex to accommodate a total of 6.

Tranquility on the bay.
Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.
Popular amenities for Anna Maria house rentals
House rentals with a pool

AMI 1 Block 2 Beach, Big Heated Saltwater Pool

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Twin Palms: Big House Steps to Beach w/Lush Pool

The Toasty Coconut in Anna Maria

Bayfront Beach access with Heated Pool!

Cute Home with pool, spa, mini golf walk to beach!

2-Nights Available 6/18 - Private 30' Dock & Pool

Ocean Air Oasis-New Centrally Located AMI Luxury
Weekly house rentals

1 block to Pine Ave + Shopping + Beach + Dining!

Seconds to the Beach! Clean & Cozy NO flood damage

BOOK Season Now:Right Off Bridge St & By the Beach

Luxury Beach Home•Steps to Beach•Essentials

TOES IN THE SAND!

Turtle Nest! Private Heated Pool and Access to the

Minutes to Anna Maria Beaches+Hot Tub+IMG+Sleeps 9

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG
Private house rentals

Veselka - Canal front w private heated pool & dock

Whispering Winds by Beach Boutique Rentals

Blue Bungalow A

Near Anna Maria, LECOM & IMG—Renovated—Fenced Yard

Perfect Hideaway- Heated Pool, 5 min Walk to Beach

Private pool, 2 min walk to beach! Sand Dollar

Luxury Beach House Steps to Quiet Beach

Rustic Coastal Escape| Pool | Fire Pit
When is the best time to visit Anna Maria?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$91,986 GYD | G$113,728 GYD | G$162,439 GYD | G$142,787 GYD | G$107,038 GYD | G$120,836 GYD | G$133,589 GYD | G$97,421 GYD | G$87,805 GYD | G$80,906 GYD | G$101,393 GYD | G$113,101 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about house rentals in Anna Maria

Total vacation rentals
Explore 410 vacation rentals in Anna Maria

Nightly prices starting at
Anna Maria vacation rentals start at G$22,996 GYD per night before taxes and fees

Verified guest reviews
Over 6,960 verified reviews to help you choose

Family-friendly vacation rentals
410 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Vacation rentals with a pool
360 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
410 of Anna Maria vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Anna Maria rentals

4.8 Average rating
Anna Maria stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Fitness-friendly rentals Anna Maria
- Apartment rentals Anna Maria
- Rentals with outdoor seating Anna Maria
- Rentals with a hot tub Anna Maria
- Rentals with a kayak Anna Maria
- Rentals with a washer and dryer Anna Maria
- Rentals with a fire pit Anna Maria
- Rentals with a patio Anna Maria
- Rentals with pools Anna Maria
- Rentals with beach access Anna Maria
- Luxury rentals Anna Maria
- Cottage rentals Anna Maria
- Condo rentals Anna Maria
- Pet-friendly rentals Anna Maria
- Bungalow rentals Anna Maria
- Rentals with a fireplace Anna Maria
- Beachfront rentals Anna Maria
- Rentals with lake access Anna Maria
- Family-friendly rentals Anna Maria
- Waterfront rentals Anna Maria
- House rentals Manatee County
- House rentals Florida
- House rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Caspersen Beach
- Dunedin Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




