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Condo vacation rentals in Anna Maria

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Top-rated condo rentals in Anna Maria

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Condo in Indian Shores

4.9 out of 5 average rating, 30 reviews

Fabulous 3 bdrm condo RIGHT on the BEACH

Not officially open yet - still doing repairs from the hurricanes. Lovely spacious condo, directly on the beach - FAB view of Gulf of Mexico. UPDATED - TVs in every room, large living rm w/ plenty of seating, everything you will need or could possibly want is here! SAT-SAT ONLY - multiple weeks OK 2 parking spots: one is reserved & 1 guest parking. Sept -Dec - flex check-in day. Beach Palms - VERY desirable address Decorated modern & beachy - a wonderful fun place - perfect vacation spot

Condo in Isla del Sol

4.99 out of 5 average rating, 71 reviews

Sunsets Island

Enjoy peaceful relaxation and serene sunsets in this top floor condo on the beautiful Isla Del Sol. The large private balcony, which overlooks the private beach and community pool, has plenty of seating options for enjoyment throughout your day in paradise. Inside, a king bed, two twin beds, and a queen size sofa bed offer comfort and versatility. This condo features an updated kitchen, bathrooms, and styling throughout. Only a short walk or bike ride to the Don Cesar or several top beaches!

Condo in Sarasota

4.94 out of 5 average rating, 32 reviews

Top Floor Beautiful View Condo-Shore To Please

Just across the street from the acclaimed #1 Beach in the US. This beautiful 2 bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, floor to ceiling windows, spacious living room, dining area, queen size sleeper sofa, washer and dryer and balconies off both the living room and dining room. Linens and towels, beach towels and beach chairs are provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

Condo in Bradenton

4.86 out of 5 average rating, 107 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

Condo in Madeira Beach

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 hosting workers and Locals whose homes have been damaged. The condo was not impacted by the storm however, the pool and hot tub WILL NOT be Operable until March 2025. Community Cleanup efforts are in full swing. Daily area regeneration is ongoing and many Local establishments including restaurants and bars are now opening their doors for business & welcome your support.

Condo in St. Petersburg

5 out of 5 average rating, 16 reviews

360 waterfront stunning views .

Enjoy easy access to everything from this perfectly located home base., to Florida most famous beaches. Fully renovated in august 2022 brand new smart led tv’s all state of the art appliances …stackable washer & Dryer, new furniture fully equipped kitchen& cookware & silverware.all that for you to enjoy your vacation rental…you will have access to a heated pool & a hot tub & a fitness center & we offer you a high speed internet.

Condo in Indian Shores

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.

Condo in St. Petersburg

4.86 out of 5 average rating, 282 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.

Condo in Indian Shores

4.86 out of 5 average rating, 21 reviews

Lovely Bayshore condo 2 brm 2bath, pool, hot tub

Unit 307 NO pet. NO emotional support animal per HOA rule. Walking distance to the most beautiful, quiet beach along this stretch. Close to everything, centrally-located place. Salt rock grill restaurant 1 block away. Mini-golf course next door. Hot tub, pool, dry sauna room. AC: DO NOT TURN AC TO BELOW 70. Line condensation may cause vent blockage.

Condo in Siesta Key

4.97 out of 5 average rating, 119 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.

Condo in Indian Shores

4.81 out of 5 average rating, 16 reviews

Beach Cottages Ocean & Pool View Condo!

Beach Cottages condo with private balcony featuring ocean and pool views! This condo has comfortable furniture and a well-equipped kitchen making you feel right at home. Stay at one of the most well-maintained buildings in Indian Shores right on the beach and experience the powdery white sand beach and dreamy cotton candy sunsets.

Condo in St. Petersburg

4.83 out of 5 average rating, 120 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.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Bungalows

Intimate homes. inviting architecture

Popular amenities for Anna Maria condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Condo in Sarasota

4.91 out of 5 average rating, 92 reviews

Cozy, Clean & Crazily Convenient!

Condo in Clearwater Beach

4.81 out of 5 average rating, 134 reviews

Luxury condo at Avalon Club

Condo in Madeira Beach

4.83 out of 5 average rating, 42 reviews

Spacious Beachfront Condo on Madiera Beach! (#106)

Condo in Clearwater

4.93 out of 5 average rating, 140 reviews

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.

Condo in Sarasota

4.84 out of 5 average rating, 96 reviews

5209B Calle Menorca - Siesta Key Village Condo

Condo in Treasure Island

4.86 out of 5 average rating, 482 reviews

Beachfront Condo in Exclusive Resort

Condo in Clearwater Beach

5 out of 5 average rating, 5 reviews

Two Bedroom Deluxe Luxury Condo, Clearwater Beach, FL (A794)

Condo in Bradenton Beach

4.88 out of 5 average rating, 130 reviews

Tropical Paradise Destination

Pet-friendly condo rentals

Condo in Madeira Beach

4.88 out of 5 average rating, 130 reviews

John's Pass/ Madeira Beach -2Bed / 2Bath

Condo in Bradenton

4.81 out of 5 average rating, 26 reviews

Cortez Gardens #15, Close to Beach, 3B2B 10people

Condo in Madeira Beach

4.88 out of 5 average rating, 8 reviews

MBR 1507 - Vacation retreat in Madeira Beach!

Condo in Tampa

5 out of 5 average rating, 16 reviews

MJ’s Condo Minutes from TPA and Busch Gardens

Condo in Treasure Island

4.88 out of 5 average rating, 17 reviews

Island Getaway: 2BR Condo, Bay & Pool Views

Condo in St. Petersburg

4.96 out of 5 average rating, 68 reviews

Updated Condo-Heated Pool-Private Balcony

Condo in Clearwater Beach

4.83 out of 5 average rating, 6 reviews

Harborview Oasis in Clearwater Beach

Condo in Seminole

4.96 out of 5 average rating, 138 reviews

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶

Condo rentals with a pool

Condo in Clearwater

4.96 out of 5 average rating, 79 reviews

Welcome to your vacation home

Condo in Tampa

4.97 out of 5 average rating, 114 reviews

Tiki Themed Waterfront Condo on Tampa Bay

Condo in Osprey

4.89 out of 5 average rating, 9 reviews

Lovely 2 bedroom condo with pool & tennis courts

Condo in St. Petersburg

4.89 out of 5 average rating, 57 reviews

2 bedroom condo with a pool on Boca Ciega Bay

Condo in Bradenton

4.87 out of 5 average rating, 69 reviews

Lakeside Condo. Beaches, Restaurants, IMG nearby.

Condo in Sarasota

4.97 out of 5 average rating, 59 reviews

Peaceful retreat, pool, hot tub, near Siesta Key!

Condo in Clearwater

4.95 out of 5 average rating, 112 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

Condo in Indian Shores

4.9 out of 5 average rating, 42 reviews

Intracoastal | Indian Shores | Beach across street

Quick stats about condo rentals in Anna Maria

Total rentals
50 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore