
Villa rentals near Anna Maria Island
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Top-rated villa rentals near Anna Maria Island
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The Palm Haus • Heated Pool • Near Beach • Games
Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

Heated Hybrid Pool~Modern Beach House~Walk 2 beach
Welcome to Sweet Serenity! A newly renovated modern beach house that comes with an endless amount of amenities including all your beach needs and a large brand new HEATED Hybrid Pool that has room for the whole family. Just pack your clothes & we will provide the rest. This home is perfect for your family vacation w/ a very open layout, tons of beach decor to get you in that island mood & 3 large bedrooms. Located in a quiet family friendly neighbourhood, a short, less than 10 min walk 2 beach!

Seaside Inn a waterfront in Paradise
Welcome to Seaside Inn, a CLEAN, single story, waterfront, 2/2 + bath en-suite that sleeps 6. Enjoy the island breeze on the private patio watching the sunrise or the dolphins swim by, spend time in the open concept, fully equipped kitchen, the perfect place for gathering with family and friends over a meal . We have patio seating, a fire pit area with cafe lighting, laundry, shared dock with water & electricity & so much more! Please save our listing to find us quickly! License # DWE5106414

Villa Key West "Villas by Christine"
Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

Entire Standalone Villa,1.2k sf,1 block Lido Beach
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

AUG SALE! 1 min to beach, New, PETS OK!, 2Br/2BTH
EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Pets total weight under 50 pounds welcome! Miles of uncrowded beach! Two KING beds.The Villa is a short 1 minute drive from Casey Key Beach! Two 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating minutes away. Lush tropical backyard and fire pit. Many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay!

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Luxury Villa with Pool, Game Room, Near Beach
Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! VR24-00060

Beach so close! 1 house to beach Peaceful area
BEACH ACCESS IS STEPS FROM YOUR DOOR! A 30 second walk. 1 of 3 units in a private beachside villa tucked away on a peaceful street. A hidden gem away from busy condos. Wide beautiful beach goes for miles. Walk to many restaurants. Washer/dryer in unit. *Private patio. *Full sized kitchen. *Quiet ductless AC, *Free parking in front. *BEACH supplies provided. 1 bedroom super comfy queen bed, separate living room very comfortable pop-up sofa. 2 more units available; 1 bdm & 3 bdm.

The Tropical Oasis, w/ Solar Heated Pool and Games
Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

Resort pool/ home hot tub game room near airport
Welcome to home away from home! This beautiful 4 bedroom 2 bathroom house is new with modern decor and has everything you need for a comfortable and relaxing stay. The house features a sparkling swimming pool and a hot spa, perfect for unwinding after a long day. Located in brandon, you’ll be just 15 minutes away from downtown, where you can experience the city’s vibrant culture and attractions. Get ready to create some unforgettable memories in this charming abode.

Waterfront saltwater Pool home w boat slip
2 King Beds 1 bath Vintage cottage w outdoor saltwater pool on intracoastal waterway. Perfect for 1-4 guests. Bring your small boat no charge. ( Must provide your own supplies/ ties/ bumpers) Great for water sports, fishing, nature lovers. Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's private home half of the year. It's professionally cleaned, welcoming, down to earth. BTR1587
Popular amenities for villa rentals near Anna Maria Island
Private villa rentals

IRB Harbor House Semiprivate Waterfront Pool Villa

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

Waterfront Condo, Close to Beach, with Boat Dock!

Gorgeous Villa with Heated Pool & Beach Views!

Palm Haven Beach Side Villa

Villa Summerwind 3bed/2bath pool villa

the Seaside 21

Starfish House - 2bed/2bad
Luxury villa rentals

Northshore BeachHouse West Anna Maria Island

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Modern Luxury Villa - Heated Pool Spa, Game Room

Perfect location 6BR/4BA Pool GameRoom 5 min Beach

Best deal in town!

Walk to Beach (4 min), Pool, Private Roof Deck

Waterfront Heated Pool, Sleeps 20 - 4plex

The Emerald Villa, Eco-Luxury by the Sea
Villa rentals with a pool

Newly Renovated- 150 Yards to Beach & Restaurants!

Paradise Villa- Sarasota

Villa Perdomo Family

7891 Timberwood, Sarasota, Florida, USA

Busch Gardens Deluxe Edition w/heatedpool

Fully renovated villa on Siesta Key

The Palm Island Villa Luxury 4 BDR Waterfront Home

Modern, Walkable, Updated, Private.
Villa rentals with a hot tub

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

Bean Point Residence Unit B by SeaBreeze Vacation

La Villa, 1 of 4 rentals on-site. Heated Pool!

Country Coastal Farmhouse

Bohemian Inspired Villa with Golf Cart and SUV

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Oasis Getaway -Beautiful House-Infinity Pool-Beach

Sunshine Get Away! Pool, Beach & Fun!
Quick stats about villa rentals near Anna Maria Island

Total vacation rentals
Explore 30 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at G$27,177 GYD per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

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

4.7 Average rating
Anna Maria Island stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a patio Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with pools Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Beach condo rentals Anna Maria Island
- Rentals with breakfast Anna Maria Island
- Hotel rooms Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- House rentals Anna Maria Island
- Resort rentals Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Rentals with lake access Anna Maria Island
- Cottage rentals Anna Maria Island
- Waterfront rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Villa rentals Manatee County
- Villa rentals Florida
- Villa rentals United States
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Hard Rock Casino
- Tropicana Field
- Manasota Key Beach
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live





