
Villa rentals near Anna Maria Island
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Top-rated villa rentals near Anna Maria Island
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Calico AMI – Steps to Sand, Family Paradise!
Are you dreaming of mornings by the pool and evenings watching sunsets on the sand? Are you travelling with little ones and need baby gear ready and waiting for you? Are you ready to trade your everyday routine for an unforgettable island escape? If this sounds like you, we’d love to welcome you to Calico Anna Maria Island Vacation Home! 🌺4 Bedrooms(two king suites and trundle room) + Tower room with King Bed 🌺4 Bathrooms 🌺Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping

Heated Pool! Huge Walk In Shower! 5 min to beach!
Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

Starfish House - 2bed/2bad
An Anna Maria Island Vacation to remember is waiting for you at Starfish Beach #4. This charming complex is small and quiet, perfect for a relaxing beach getaway. A shared pool is available in the courtyard. You'll enjoy being just steps from the Anna Maria Public beach access. With a short walk, finding your place in the sand each morning will be easier than ever! 50 yards to the BEACH! Bed size: 1 K, 1 Q, sleeper Baby accessories available for rent. Snoo Bassinet high chair pack and play

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!

Duplex - just mins to Siesta Beach - Pet Friendly
This is a 2/1 in Sarasota's Historic Laurel Park! Walk/bike to historic downtown Sarasota with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the screened lanai and fenced backyard for privacy . Cook on the gas grill, enjoy a cup of coffee or your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

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.

Solar Heated Pool Paradise/5mins 2 beach/Games/BBQ
New Solar Pool Heater just installed! Prime location, 5-9 mins drive to Indian Rocks Beach, Belleair Beach, Florida Botanical Garden, Splash Harbor Water Park, restaurants, groceries, shops. 15-20 mins drive to Clearwater Beach, Madeira Beach. Super cute, renovated, spacious, and well-stocked vacation house, featuring a dreamy pool/lanai/BBQ, tropical decors, and plenty of entertainment (games, 3 Roku TVs 43'-58', beach amenities), and 4 queen/full beds. Perfect family getaway!

Tampa heat pool /hot tub lake view 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.

Boho -Minimalist villa
Welcome to our Boho Minimalist Villa 4311 unit B with a 2 bedroom and 1 bathroom. Conveniently located in the heart of Tampa, Florida. “Points of interest” to visit and enjoy while you are here: Raymond’s James Stadium, New York Yankees Training Camp, Hillsborough Community College, International Tampa Airport, Downtown Tampa, Midtown within less than 10-minutes’ drive enjoy a great afternoon eating at many local restaurants.

Beachfront Paradise! Ground level with Heated pool
Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!

Villa Italia "Villas by Christine"
Perfect location, Charming Villa!! Guests are loving the newly renovated Villa Italia. Two luxury Masters with separate bathrooms - one upstairs & one down. Within the upstairs bedroom you have a queen size bed along with a full size couch for lounging during the day. We are pet friendly. Please let us know you will be bringing your pet. Pet fee of $100. can be paid beforehand or is due upon arrival.

Florida Living
This House has 3 bedrooms, 2 bathrooms, kitchen, living & dining, Pool, GAME ROOM (Pool Table, Fossball ,Bar ) 65 inchTV, wireless internet. It is conveniently located near local attractions, yet secluded and quiet. If you are looking for a private escape in a peaceful setting with comfortable furnishings and a lot of fun games this property is for you and your family .
Popular amenities for villa rentals near Anna Maria Island
Private villa rentals

IRB Harbor House Semiprivate Waterfront Pool Villa

Paradise Villa- Sarasota

Cozy funky duplex with KING bed

Luxurious 4-Bedroom Retreat near Siesta Key

Remodeled Mid-century POOL house

Friends & Family Largo Stay: 1B Home\Private Pool.

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool

Modern, Walkable, Updated, Private.
Luxury villa rentals

Private Beach Villa | Charming Decor | Sunset View

Luxury home in the heart of South Tampa & POOL!

1 House to beach! Peaceful beachside getaway

Best deal in town!

(BAYC) Heated Pool Villa. Boat rental available

[TOP PlCK] 5BR Family Pool Villa By Eagle Park!

4 min Walk to Beach, Pool, Hot Tub, Roof Deck

5 BR Luxury Beach Villa: Heated Pool & Games Room
Villa rentals with a pool

The Beachwood Hideout | SK Collection

Villa Perdomo Family

Relax just steps from beach & Gulf of America

Villa Siesta II -Downtown Secret Community & Pool!

Newly Remodeled Luxury Beach Villa on Siesta Key!

5 min to Siesta Key, Heated Pool, Grill, WiFi

Busch Gardens Deluxe Edition w/heatedpool

Sunshine Get a Way! Pool, Beach & Fun!
Villa rentals with a hot tub

Massive waterfront Villa (Gated)

The Sea House

7889 Timberwood

Coastal Farmhouse & Pool

Relaxation awaits in this bohemian inspired villa

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Villa Blanca - Waterfront Midcentury Modern Home

Oasis Getaway -Beautiful House-Infinity Pool-Beach
Quick stats about villa rentals near Anna Maria Island
Total rentals
40 properties
Nightly prices starting at
$126Â CAD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Rentals with outdoor seating Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- Hotel rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Rentals with a firepit Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Condo rentals Anna Maria Island
- Beach condo rentals Anna Maria Island
- House rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Cottage rentals Anna Maria Island
- Villa rentals Manatee County
- Villa rentals Florida
- Villa rentals United States
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park