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

Longboat Key-OCEAN FRONT- on the beach
My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Gulf front screened lanai, best sunset views AMI
Paradise found You are directly on the sand at this ground level condo with private screened in lanai. A queen bed in the bedroom and a queen pullout couch in the living room Full kitchen in unit High speed internet and 2 cable TVs Large hot tub in building Enjoy the sunset from your lanai as it sinks into the Gulf. Perfect for a romantic couple getaway or use the pullout couch and bring the kids for a fun stay at the beach We own 2 units in the building for a group that wants more space

Sandy Toes: Open Monday & Tuesday, $150/nt + Fees!
This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio 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...!

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

New Modern Longboat Key*5 Steps to Sand*Heatd Pool
Newly renovated (November 2025) modern first floor condo literally five steps away from the sand walking outside from the lanai. One bedroom /One bath King bed in Primary Queen sleeper sofa in living room Key code entrance Free parking Heated Swimming pool on site Free Beach loungers on the beach Paid laundry machines on site Mid Island next to everything WiFi, cable, free parking Usually 7 night minimum Bring your toothbrush and bathing suite and prepare to unwind and relax!!!!

Beach Don't Kill My Vibe by Beach Boutique Rentals
*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Hyde Park "Industrial-chic" with Private Backyard
This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

Ohana Hale North B - 1 Bedroom
Ohana is Hawaiian for family and that is who you are when you stay with us. Relax at this cozy Holmes Beach apartment just a short walk to the beach, dining, and shops. Enjoy your private deck with grill, perfect for sunset dinners and laid-back island living. Ideal for couples or small families seeking a beach escape. This property has a 7 night minimum stay requirement. We have other properties for lesser stays - just inquire! License # 22-000045

Steps to Beach 2 Bd, 2 Bath Heated Pool AMI Holmes
Our beachy 2-bed 2-bath condo w 2 porches (1 screened, both overlook trees) has all you want in a sunny, relaxing getaway! Complex right on beach, unit faces side w elevator, tennis courts, heated pool. Covered parking, Big kitchen+dining area. Stocked Beach Closet: 3 bikes, beach chairs, umbrella, wagon PakNPlay Close to trolley+Publix. *Brand New Master Bath Jan2022 *Master Bed King Foam *No Smoking *No Pets License #: VRC17-000175

On Private Beach! Full Kitchen, Ground Level Unit5
Fully remodeled in 2025! We are back and better than ever! On the Private Beach! Breathtaking Gulf views! 2 bedroom 1 bath unit +bunkbeds & patio leading to private beach, full kitchen 2 queen beds plus twin bunkbed. Sleeps 6 guests. We furnish linens, towels, toiletries, beach towels, beach chairs & gas grill. 1 Free parking space included. See our 1 bedroom units, same location, Gulf Dreams unit 6 & Tide Vibes unit 7.

Cabin 1 at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities and the free AMI trolley. You’ll love my place because of the location and the ambiance. Cabin 1 is part of Spinnakers Vacation Cottages located just steps to the sparkling Gulf. My place is good for couples, solo adventurers, families (with kids), and furry friends (dogs, for a small pet fee) Spa maintains same temperature as pool.
Popular amenities for flat rentals near Anna Maria Island
Weekly apartment rentals

Beachfront Unit C/D Directly on Bradenton Beach!

Beachfront Condo on Anna Maria Island

Quaint 1BR/1B, a few houses from the beach

Oceanview 3B Resort Condo & Direct Beach Access

Turquoise Gem 1st Floor

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier

Coconut Vacation Rentals/1BR/Pool/Steps to Beach!

Riverfront 2BR • Near Anna Maria Island
Private apartment rentals

Sand & Sea Oasis: Condo with Private Beach Access

Bayfront 2BR | Heated Pool | Walk to Beach

Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun

Gulf View Penthouse | Steps to Beach + Johns Pass

AMI Ohana Beach Resort C with fabulous salt pool!

Beach Retreat w/ Deck Walk to Bradenton Beach

Gulf “Beach Bungalow”

The One Bedroom
Apartment rentals with a hot tub

Sweet Retreat at Shorewalk!

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Paradise in Brandon with luxurious 6 person spa

Traders' Haven - Historic 8th Ave Mega Beach Condo

Minutes to Siesta or DT w/heated pool and Hot Tub

Sunrise Suite | Hot Tub | Kayak | SUP | Waterfront

“Oasis Terrace”

ROYS PLACE Romantic, Private, Paradise!
Family-friendly apartment rentals

Coastal Calm Retreat on AMI!

The Harbor Condo Beach Escape!

Welcoming 2-bedroom condo with a bonus room!

Fall in Love Treasure Island - Discounts Available

Luxury Ocean Front Duplex

Coastal Retreat Near Madeira Beach With Game Room

Coastal Retreat near Siesta and Downtown

Style of the Isle -perfect getaway on AMI
Quick stats about flat rentals near Anna Maria Island

Total holiday rentals
Explore 180 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at £105 per night before taxes and fees

Verified guest reviews
Over 9,460 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
180 of Anna Maria Island holiday rentals include wifi 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
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
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- Coquina Beach
- Turtle Beach
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- Tampa Convention Center
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