Villa rentals near Anna Maria Island

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Top-rated villa rentals near Anna Maria Island

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Guest favourite

Villa in Largo

4.89 out of 5 average rating, 112 reviews

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, tropical decors, and plenty of entertainment (games, 3 Roku TVs 43'-58', beach amenities). 4 queen/full beds & all new furniture. Perfect family getaway!

Guest favourite

Villa in Holmes Beach

4.98 out of 5 average rating, 80 reviews

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

Top Guest favourite

Villa in St. Petersburg

4.95 out of 5 average rating, 120 reviews

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!!

Guest favourite

Villa in Holmes Beach

4.97 out of 5 average rating, 32 reviews

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

Guest favourite

Villa in Sarasota

4.9 out of 5 average rating, 212 reviews

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!

Guest favourite

Villa in Anna Maria

4.9 out of 5 average rating, 21 reviews

Northshore BeachHouse West Anna Maria Island

Nine houses away from the white sandy beaches, Pine Ave and Northshore Drive is an adorable beach home located on Anna Maria Island. It is the perfect vacation beach house located at the north end of the historic village of Anna Maria Island. Just steps away from Pine Ave, the beach, restaurants, and shopping, guests can walk conveniently everywhere. Jeff and I have lived and worked here on Anna Maria Island for over 20 years, and would love to share our little piece of paradise with you!

Top Guest favourite

Villa in Largo

4.97 out of 5 average rating, 140 reviews

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.

Guest favourite

Villa in Redington Shores

4.92 out of 5 average rating, 134 reviews

Beachside, 1 house to beach. Peaceful area

Best kept secret on quiet street beachside. 1 house to wide beach stretching for miles. Beach supplies include towels, beach chairs, cooler, beach cabana/tent for shade. Short walk to restaurants. W/D IN UNIT, Central AC, WIFI, Free parking. Upstairs unit. 1 of 3 units, a private retreat away from condos. Balcony perfect for morning coffee or a good book. Outdoor table & chairs. 2 bedrooms with king beds. 3rd bedroom is large BONUS ROOM/laundry 2 twin beds & sliding door.

Guest favourite

Villa in Brandon

4.82 out of 5 average rating, 125 reviews

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.

Guest favourite

Villa in Tampa

4.88 out of 5 average rating, 164 reviews

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.

Top Guest favourite

Villa in Safety Harbor

5 out of 5 average rating, 109 reviews

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.

Guest favourite

Villa in Bradenton

4.87 out of 5 average rating, 110 reviews

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 .