Condo vacation rentals in Anna Maria

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Top-rated condo rentals in Anna Maria

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Guest favorite

Condo

4.99 out of 5 average rating, 108 reviews

Tropical Beachfront Penthouse-Beach Cottages II

Welcome to this spacious top floor oceanfront condo, located in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of Mexico. This exquisite condo with magnificent oceanfront views is just fabulous! We've taken great care to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High Speed Internet, Premium TV, Garage Parking, Private Beach, and Pool/Spa.

Superhost

Condo

4.8 out of 5 average rating, 123 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

Hurricane Milton Update: This beautiful 2 bedroom 2 bath condo is Guest Ready & perfect for FEMA Workers, NGOs, Adjusters, Contractors and Locals whose homes have been damaged. This condo was not affected by the storm and the only amenity that we cannot offer at this time is the pool. Community Cleanup efforts are in full swing, daily regenerating the landscape, clearing debris & opening of beaches. Local establishments are also starting to open their doors for business and welcome your support.

Guest favorite

Condo

4.9 out of 5 average rating, 113 reviews

By The Beach Couples Retreat-StepsFromSand! Ro205

Stylish & nicely upgraded Redington Beach 2nd floor studio condo, kingsize bed just a quick 2 minute walk to the beach. Fully equipped & furnished with everything you need for a terrific weekend getaway or longer term stay. Second floor unit overlooks lovely courtyard and pool. Pool, laundry, BBQ & courtyard on premises. Old Florida charm that's central to variety of restaurants, beach and watersports. Only 35 min. from TPA airport.. We are set up for up to 2 adult guests. Tons to do & see.

Guest favorite

Condo

4.86 out of 5 average rating, 106 reviews

*Florida Bella Rosa* near IMG Academy & beaches

Enjoy our beautiful lakeside, sunny, lovingly decorated condo with a nice coastal Florida feel, located in Shorewalk Vacation Villas complex. You can almost feel the cool Ana Maria Island breeze sweep through our condo. Located 7 miles from the Gulf/AMI beaches & 2 miles from IMG Academy, also 20 min drive by car to the Sarasota airport WITHIN WALKING DISTANCE: Publix supermarket, Amped Fitness, Aldi Grocery store, CVS Pharmacy, Golf course, restaurants and Regal Oakmont movie theater

Guest favorite

Condo

4.93 out of 5 average rating, 127 reviews

Beachfront w/ Stunning Sunsets in Prime Location.

Info re: Hurricane Helene/Milton can be found further in description. Directly on the beach; this bright and airy condo is your perfect get away on the Gulf! You can feel the powdered sand beneath your toes and that warm ocean breeze, every time you step out your front door. Location is one of the things that makes this condo a true gem. With access to grocery stores, many restaurants and activities. This section of the beach is truly paradise.

Guest favorite

Condo

4.95 out of 5 average rating, 131 reviews

Good Times and Tan Lines @ #105intercoastal

** Heated Pool ** | Great vacation location | Check the reviews below: 2 Bedroom / 2 Bath Condo across the street from the award-winning beaches of St Pete. All the conveniences you would expect! Granite counter tops, kitchen appliances, dishwasher, washer/dryer, new towels and linens, beach towels, 4K Smart TV, Cable TV, WIFI and AC. Grounds with private pool, small pool side grill, sunbeds, tables & chairs and restroom.

Guest favorite

Condo

4.84 out of 5 average rating, 137 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

Hurricane Milton Update (10/10/2024): We have not been impacted by hurricane Milton. Our rental is fully functional awaiting your reservation. ***Please message us about the latest discounts and offers*** 1 BEDROOM / 1 BATH CONDO APARTMENT MINUTES AWAY FROM PRISTINE CLEARWATER BEACHES, WATER SPORTS, AND LOTS OF FAMILY ATTRACTIONS!!! HEATED SWIMMING POOL, GYM, FAST WIFI INTERNET, CABLE TV, NETFLIX!

Guest favorite

Condo

4.85 out of 5 average rating, 275 reviews

Breathtaking Waterview & Pool View Condo

Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking intercoastal or stay indoors and enjoy puzzles and games.

Guest favorite

Condo

4.97 out of 5 average rating, 118 reviews

Siesta Key Condo. Checkout our great rates!

Our beautiful Siesta Key condo is located a short stroll from the famous Siesta Key beach with its beautiful quartz sand and amazing sunsets. The Midnight Cove II condominium complex has private beach access with outstanding amenities and is very family friendly, come and enjoy the natural beauty this complex and all Siesta Key has to offer.

Superhost

Condo

4.82 out of 5 average rating, 118 reviews

Breathtaking Waterview Condo!

Welcome to the charming freshly renovated condo in Boca Ciega Resort. Enjoy breathtaking water views, sunsets and even dolphins from your own baclony! Minutes away from the beautiful Madeira Beach, Treasure Island Beach, and many more. Dine and shop at the famous John's Pass and take a walk at Pinellas Trail.

Superhost

Condo

4.86 out of 5 average rating, 138 reviews

2 Bedroom Vacation Condo

This vacation condo is perfect for families and couples who want an affordable resort-like stay in Florida. The condo is only 5-10 minutes away from Clearwater Beach, named Best Beach 2016 in the US by TripAdvisor. The condo is on the third floor. It has 2 bedrooms and 2 Bathrooms and a spacious living room.