
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

Beach Front at “The Shore”
Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

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!

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

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.

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! 🤍

NEW listing on AMI! Walk to fabulous beach front!
Updated, well appointed, clean & comfortable. Sandy Pointe II is in a secluded setting, an easy walk to a less crowded, quieter section of beautiful AMI beach. Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! *NOTE- This unit is a walk-up, no elevator. 33 steps, spaced with 3 landings VRC # 20-000-272 Minimum stay 7 nights, Adult occupancy/4 , parking 2 vehicles & Quiet hours, 10 PM untill 7 AM

KING Bed! + Close to Beaches + Beach Gear!
🌴🦩Welcome to the Tropical Flamingo! Your lush 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! Kick back and relax in this tropical themed condo!

*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! ✨🐚
Popular amenities for condo rentals near Anna Maria Island
Weekly condo rentals

Foxtail Palm: *Luxe Pool Oasis *Steps from Beach

Luxury 2BR Oceanfront Condo + Rooftop Patio

New! Beachfront Paradise! ~Heated Pool! Top Floor

AMI Ground Floor Condo*Pool*3 Minute Walk to Beach

Charming Poolhouse · 1BR · Close to Siesta

Direct Beach Access & Pool | 2B Full Oceanview

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Oceanfront Condo for Beach Lovers
Pet-friendly condo rentals

Tradewinds Deluxe North Cottage

2 Blocks To Beach: Walk to Restaurants & Bars-2BR

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Beachfront Newly Remodeled 2/1 -Right on the beach

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

Amazing views on beachfront

Newly Rehabbed • Pickleball/Tennis • Beach Access

Luxury Seashell Oceanfront Condo with Pool
Condo rentals with a pool

Bay View CLOSE to Beach Shops, Restaurants, Marina

LimeKiss A! 3 Bed 2 Bath Condo Quick Walk to Beach

1 block from beach + pool - Cayman Cay #102

On the Beach; Siesta Key SunBum Studio

Freshly Renovated Vacation Villa at Shorewalk

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Bradenton Retreat-Pool, Stunning Views & More!

Madeira Beach Retreat. Views, Pool, Location!
Private condo rentals

Barefoot Mermaid 4, steps to the beach

AMI Condo w/heated pool, water view, walk to beach

Summer Sale Ocean Front | Stunning Views | HGTV

Shell Cove 106 by Duncan Real Estate

Escape to the Shore*Walk 2 Shops*Food*Sand*Sunsets

Beach View-Sunset Landings 5 by SeaBreeze Vacation

Luxury Gulf View Condo in Indian Shores

2BR Waterview Runaway Bay Condos 1st-Floor
Quick stats about condo rentals near Anna Maria Island

Total holiday rentals
Explore 840 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $120 NZD per night before taxes and fees

Verified guest reviews
Over 12,700 verified reviews to help you choose

Family-friendly holiday rentals
630 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 150 rentals that welcome pets

Holiday rentals with a pool
750 properties feature pools

Rentals with dedicated workspaces
360 properties have a dedicated workspace

Wi-Fi availability
820 of Anna Maria Island holiday rentals include Wi-Fi access

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

4.7 Average rating
Anna Maria Island stays receive an average rating of 4.7 out of 5 from guests
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- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Hard Rock Casino
- Tropicana Field
- Manasota Key Beach
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live





