
Apartment rentals near Anna Maria Island
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Top-rated apartment 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).

"Dream Away" at The Beach Dreams Resort
Dream-away is the top right unit with one bedroom, one bath, full kitchen, washer/dryer, dish washer and a balcony facing Gulf Drive. This unit has a wonderful beach front view. The balcony is not on the Gulf Side. If you are interested in renting beach chairs, umbrella and a golf cart, please let us know. Two chairs and one umbrella are 25/day. We will drop off and pick up. Golf Cart can be rented for the day or the week. One small to mid size car is allowed on premises. Ask about larger cars.

ROYS PLACE Romantic, Private, Paradise!
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

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!

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier
Modern 2BR/2BA Condo | Walk to Beach & Dining: Experience the best of Anna Maria Island from this bright, coastal-style condo: just a 5-minute walk to the beach, pier, shops, and local restaurants. You’ll Love: • King and Queen bedrooms + queen sofa bed • Smart TVs, fast Wi-Fi, and a full kitchen • 2 private parking spots • Patio shower for easy beach clean-up Perfect for couples, families, or business travelers seeking a comfortable, modern, and walkable island getaway.

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

Coastal Retreat Near Madeira Beach With Game Room
This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

FLASH SALE! Fiesta Siesta <1mi to beach |sleeps 4
🚨Special Offer: We’re running a limited-time Flash Sale for select dates! Message us to unlock exclusive savings for your short term or mid term stay 🌵Welcome to Fiesta Siesta — a vibrant cactus-themed 1BR in sunny St. Pete Beach! Located in a gated complex just a short walk or drive to Upham Beach, this colorful retreat has FAST Wi-Fi, smart TV, full kitchen, and major good vibes. One of 4 fun themed units! Book now and let the fiesta (and siesta) begin! 🌵☀️🎊

Cabin 2 at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

Island Time Getaway
Relax in the casual comfort of an island paradise, and have a true Old Florida experience on Anna Maria Island, where riding bikes is the preferred way to travel and indulging in the simple pleasures of life - sun, beach, scuba dive, Snorkel and relaxation are the favorite past times. Enjoy and explorer the Beach and Bay sides of the island from one location. Take a swim in one of the largest pools(Not Heated) on the Island.

Beachfront Condo w/ Ocean View - Newly Renovated!
Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.

Ohana Hale North B - 1 Bedroom
Aloha and welcome to our Island Home - Your Ohana Hale 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.
Popular amenities for apartment rentals near Anna Maria Island
Weekly apartment rentals

Sand & Sea Oasis: Condo with Private Beach Access

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

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

Turquoise Gem 1st Floor

Private Beach, Outside Patio with Full Gulf View

Just Beachy!

Gulf View Penthouse | Steps to Beach + Johns Pass

Beachfront screened in lanai & hot tub, Gulf view
Private apartment rentals

Beachside Condo, Anna Maria FL, King Bed 2nd Floor

Riverfront 2BR • Near Anna Maria Island

Bayfront 2BR | Heated Pool | Walk to Beach

AMI Ohana Beach Resort C with fabulous salt pool!

Gulf “Beach Bungalow”

Sarasota Bliss 2/2 Near Lido, Downtown, SRQ

Walk to Indian Rocks Beach | Hot Tub | 2BR Condo

Beachfront Gem | Spacious Corner Unit #501
Apartment rentals with a hot tub

Sweet Retreat at Shorewalk!

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Traders' Haven - Historic 8th Ave Mega Beach Condo

Sunsets! Waterview Balcony, Hot Tub & Heated Pool

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

Luxury Ocean Front Duplex

St.Pete Modern Retro Oasis

Waterfront studio! Heated pool and hottub
Family-friendly apartment rentals

Renovated Beach Paradise. Ground Floor unit 64

Coastal Calm Retreat on AMI!

Five Beach Retreat * Best Value @ Shorewalk Resort

Manatee Waterfront-, boat-dock, Kayak & pool

Windsong 2 Wind Beneath My Wings

Swim, Sun & Stay | Heated Waterfront Salt Pool

Cozy private beach condo

Triplex- 1 Block to Beach, Heated Pool, Putt-Putt
Quick stats about apartment 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 $143 AUD per night before taxes and fees

Verified guest reviews
Over 9,220 verified reviews to help you choose

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

Pet-friendly accommodation
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

Wi-Fi availability
180 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

4.8 Average rating
Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!
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- Siesta Beach
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