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Apartment holiday rentals in Anna Maria

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Top-rated apartment rentals in Anna Maria

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Apartment in Tampa

4.93 out of 5 average rating, 75 reviews

*Waterfront *2 Bedroom Condo *Amazing Sunsets*Pool

Kick back and relax in this calm, stylish 2 Bedroom/2 Bath condo w/ beautiful ocean and pool views! Enjoy sunsets from the living room, kitchen and balcony! This resort-style condo includes a heated swimming pool, private beach, sun deck, beach volleyball, firepit, fishing pier, pool bar and grill serving food all day, fitness court and picnic area with BBQ grills. This perfect location lands you close to Bucs game, popular restaurants, boat/ jet ski rental, airport, exercise trail & shopping.

Apartment 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

Guest favourite

Apartment in Isla del Sol

4.99 out of 5 average rating, 78 reviews

Isla Sunsets

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!

Guest favourite

Apartment in Sarasota

4.94 out of 5 average rating, 35 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.

Apartment in Bradenton

4.86 out of 5 average rating, 110 reviews

Florida Bella Rosa-2 spas & pools near IMG/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 favourite

Apartment in Treasure Island

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 favourite

Apartment 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.

Guest favourite

Apartment 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.

Apartment in Madeira Beach

4.81 out of 5 average rating, 126 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

We are grateful to share that this beautiful condo is Guest Ready!! It was not damaged by the storms and we are excited to start taking reservations again! Our Pool is now open (not heated except by sunshine) and the Hot Tub is Not operable. Your stay provides the much needed support our local businesses appreciate as they recover. Many businesses have already reopened and are eager to welcome You!

Guest favourite

Apartment in St. Petersburg

4.86 out of 5 average rating, 286 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.

Apartment 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.

Guest favourite

Apartment 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.

Holiday rentals for every style

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Flats

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Popular amenities for Anna Maria apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in Clearwater Beach

4.81 out of 5 average rating, 140 reviews

Luxury condo at Avalon Club

Guest favourite

Apartment in Indian Shores

4.92 out of 5 average rating, 12 reviews

Winter Specials minivans at airports

Guest favourite

Apartment in Clearwater

4.93 out of 5 average rating, 142 reviews

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

Guest favourite

Apartment in Sarasota

4.85 out of 5 average rating, 98 reviews

5209B Calle Menorca - Siesta Key Village Condo

Apartment in Madeira Beach

4.78 out of 5 average rating, 32 reviews

Beautiful Beachfront Property (#102)

Apartment in Treasure Island

4.86 out of 5 average rating, 490 reviews

Beachfront Condo in Exclusive Resort

Guest favourite

Apartment in Clearwater Beach

4.89 out of 5 average rating, 45 reviews

April Availability |Bay Front| FREE Parking

Guest favourite

Apartment in Bradenton Beach

4.89 out of 5 average rating, 131 reviews

Tropical Paradise Destination

Pet-friendly apartment rentals

Apartment in Bradenton

4.81 out of 5 average rating, 26 reviews

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

Apartment in Madeira Beach

4.88 out of 5 average rating, 8 reviews

MBR 1507 - Coastal retreat in Madeira Beach!

Guest favourite

Apartment in Tampa

4.95 out of 5 average rating, 19 reviews

MJ’s Condo Minutes from TPA and Busch Gardens

Guest favourite

Apartment in Treasure Island

4.88 out of 5 average rating, 17 reviews

Island Getaway: 2BR Condo, Bay & Pool Views

Guest favourite

Apartment in Siesta Key

4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

Guest favourite

Apartment in St. Petersburg

4.96 out of 5 average rating, 75 reviews

Updated Condo-Heated Pool-Private Balcony

Guest favourite

Apartment in Clearwater Beach

4.83 out of 5 average rating, 6 reviews

Harborview Oasis in Clearwater Beach

Guest favourite

Apartment in Seminole

4.96 out of 5 average rating, 142 reviews

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶

Apartment rentals with a pool

Apartment in Madeira Beach

4.86 out of 5 average rating, 49 reviews

Walk to Beach,Extra Clean,WiFi, 2 Pools Staycation

Guest favourite

Apartment in Clearwater

4.96 out of 5 average rating, 79 reviews

Welcome to your vacation home

Guest favourite

Apartment in Tampa

4.96 out of 5 average rating, 126 reviews

Tiki Themed Waterfront Condo on Tampa Bay

Apartment in Osprey

4.89 out of 5 average rating, 9 reviews

Lovely 2 bedroom condo with pool & tennis courts

Guest favourite

Apartment in St. Petersburg

4.9 out of 5 average rating, 58 reviews

2 bedroom condo with a pool on Boca Ciega Bay

Apartment in Bradenton

4.87 out of 5 average rating, 70 reviews

Lakeside Condo. Beaches, Restaurants, IMG nearby.

Guest favourite

Apartment in Sarasota

4.97 out of 5 average rating, 61 reviews

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

Guest favourite

Apartment in Indian Shores

4.89 out of 5 average rating, 44 reviews

Intracoastal | Indian Shores | Beach across street

Quick stats about apartment rentals in Anna Maria

Total rentals
50 properties
Nightly prices starting at
$135 SGD 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