
Condo rentals near Anna Maria Island
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Top-rated condo rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to Mi Casa Siesta on Siesta Key, the #1 beach in the country! Gorgeous newly renovated one-bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

Gulf front best sunset views, Anna Maria Island
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

Beach Escape & Pool, steps to Beach & restaurants
One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

Steps to the beach! Condo with pool at The Terrace
Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

Short Stroll to the Surf! ~ Make Memories on AMI
Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

#terraceLIFE | 2 Blocks to Beach | Heated Pool
Escape to our cozy beachside retreat, steps from the sand! Retire your car to the garage, fill the wagon w/beach supplies & head to the shoreline for sunset. Spend time sipping coffee on one of the 3 balconies or cooling off in the pool with the lush landscape. There's no better way to relax & enjoy AMI! Bedrooms on 2nd floor give the main level separation from sleeping babies or kids watching cartoons. Forgot something? Walgreens is right next door along with restaurants, shops and more!

Island Time!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Beach Condo with Quiet, Private Beach
Escape to our serene 2-BR beachfront condo on Longboat Key. This corner unit offers stunning Gulf of Mexico views and sleeps 6. Enjoy direct beach access, a heated pool, and a private patio perfect for sunsets. Located in the quiet Beach Castle Resort, it's the ideal beach vacation rental for families or couples seeking a tranquil getaway. Walk to local restaurants and cafes from your peaceful retreat. A guest-loved home, consistently rated top 5% among Airbnb’s homes.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

New Luxury 3/3 Condo in Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features wonderful unobstructed water views of Anna Maria Sound and Tampa Bay. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

KING bed + Anna Maria Island Beaches + Beach Gear!
🦩🦩Welcome to the FUNky Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island!
Popular amenities for condo rentals near Anna Maria Island
Weekly condo rentals

2BR | Oceanfront, Backyard Beach, Fully Equipped

Luxury 2BR Oceanfront Condo + Rooftop Patio

Two story condo w/ ocean and bay just steps away

Barefoot Mermaid 2, steps to the beach

Bayfront • Rehabbed • Pickleball • Private Beach

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

AMI Ground Floor Condo*Pool*2 Blocks to Beach

Beachfront Newly Remodeled 2/1 -Right on the beach
Pet-friendly condo rentals

Siesta Key Condo: Beach, Pool & Village Fun!

Modern Studio · 5 min from Siesta Beach

Sea La Vie- Studio by the bay!

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Amazing views on beachfront

Walk to Beach, Bars, and Restaurants Nearby

Luxury Seashell Oceanfront Condo with Pool

Surfside Villas - Apartment B
Condo rentals with a pool

Gulf Beach Getaway-STEPS FROM BEACH

Cool Breeze by Beach Boutique Rentals

1 block from beach + pool - Cayman Cay #102

Starfish B - Private Rooftop, Sunsets, Shared Pool

~Direct Beach Access & Heated Pool at Great Rate~

Gulfview Retreat | Heated Pool | Steps to Gulf

Best Beach getaway steps from the Gulf of Mexico

Modern Coastal Escape • Private Beach Access
Private condo rentals

August discounts! Beachfront 2/2 w/Jacuzzi

Two Shell Cove - Beachfront - Amazing Remodel - I

Foxtail Palm: *Luxe Pool Oasis *Steps from Beach

3 BR Condo On Longboat Key Beach and Waterfront

Beachfront Oasis / Pool, Beach Access & Ocean View

Summer at the Suites*Sandy toes*Sunset strolls*Fun

Luxury-Incredible Views of Sunsets, Marina

Madeira Beach Retreat. Views, Pool, Location!
Quick stats about condo rentals near Anna Maria Island

Total vacation rentals
Explore 780 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 12,300 verified reviews to help you choose

Family-friendly vacation rentals
590 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Vacation rentals with a pool
710 properties feature pools

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wi-Fi availability
770 of Anna Maria Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Anna Maria Island rentals

4.8 Average rating
Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!
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- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Manasota Key Beach
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Englewood Beach
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach





