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

Beach Resort Oasis Awaits! – No Cleaning Fee!
Escape to a tropical beachfront paradise at Tradewinds Resort. ✔Location, location, location – stay beachfront on Award-winning St. Pete Beach! ✔Enjoy Unlimited Resort Amenities: High Tide Slide, The Zing Ray Zipline, Paddleboats, Pools, and an Array of Exciting Activities. ✔Indulge in on-site Dining Options: Restaurants, Poolside Bars, and Convenient Grab ‘n Go Food Selections. ✔Daily Housekeeping Services for Your Comfort and Convenience. ✔Ensured Safety with on-site Security Personnel.

Beso Del Sol Resort Waterfront condo-hotel studio
Third-floor studio in the exclusive Beso Del Sol resort with spectacular views of St. Joseph's Sound and the Gulf of Mexico. Within walking distance of picturesque downtown Dunedin, with easy access to Honeymoon and Caladesi islands, and St. Andrews Links Golf Course. Elevator accessible, on-site laundry mat, gym and ample parking. Waterfront pool with heated jacuzzi. Guests can fish off the resort pier and dock their boats at the resort at a nominal fee. There is an on-site restaurant-tiki bar.

Steps to Beach, Htd pool, 2/1 Apart #11
How far is the beach? Just steps away! Open the door to your perfect getaway at Boutique Beach Retreat. We are located across the street from the beautiful Treasure Island Beach and a short distance from John's Pass, where you can enjoy the pristine white sand, ocean breezes and all the adventures and activities you desire. Our guests love the warm, inviting classic Florida charm of our Boutique-Style Hotel. Come stay with us at Boutique Beach Retreat for your unforgettable beach vacation!

Las Olas of Treasure Island No. 3
Double Queen Room at Las Olas – Modern Comfort Steps from the Sand Soak up the sun and unwind at Las Olas of Treasure Island, a boutique coastal escape just across the street from the sparkling water of Treasure Island Beach. A Double Queen Suite within a gem of 11 clean & comfortable guest rooms. Designed for beach lovers, it sleeps 4 with Two (2) comfy Queen beds & all the essentials and modern amenities you need delivered with beachside charm! Las Olas ~ let the waves guide you!

Steps to Clearwater Beach + Pool. Restaurant. Bar.
Stay steps from Clearwater Beach at AC Hotel, where modern design meets coastal vibes. Enjoy the rooftop pool with ocean views, sip cocktails at the bar, and keep your routine strong in the fitness center. Walk to Pier 60 for sunsets, shops, and dining, or relax on white sandy shores just outside your door. With stylish rooms, on-site dining, and easy access to the Gulf Coast’s best attractions, this spot is built for beach days, night strolls, and everything in between.

Quaint 1- bedroom suite, View of the Water
Wake up and watch the dolphins at your kitchen table!! You won’t want to leave this charming, one-of-a-kind place. The Roth Hotel is located on the intercostal water ways of Treasure Island/ Sunset beach FL. One of the largest docks on the island for viewing the boats and marine life. If you like to fish the fishing off the dock is excellent! This Beautiful one bedroom unit with an efficiency is calling your name. A short walk to the beach- aprox 150 yards.

Clearwater Beach Collection King Bed 5th Floor A
Great location!!! On Clearwater Pass, Waterside pool, Pool bar and restaurant. Fitness center, WAVERUNNER rental, Several restaurants nearby! Best sunsets on Clearwater Beach. This is a well appointed king bed room with a partial view of the Gulf of Mexico and our pool area. Features small kitchenette area with a mini fridge and microwave, sink area and some china provided. Dining room table for two. Parking is an additional $25.00 per night plus tax.

Soak Up the Sun. Free Breakfast + Shuttle
Welcome to Hampton Inn & Suites Sarasota Bradenton Airport, where convenience meets comfort! Whether you're flying in or out of SRQ Airport, our complimentary shuttle ensures a seamless travel experience. Situated just minutes from Sarasota’s award-winning beaches, our location offers easy access to top attractions. During your stay, enjoy complimentary WiFi and breakfast, stay active in our fitness center, and unwind in our refreshing outdoor pool.

Walk to St. Pete Beach + Rooftop Lounge & Pool
Wake up to water views, grab a beach cruiser, and head straight to the sand—The Hotel Zamora is where rooftop sunsets, kayak mornings, and St. Pete vibes all come together. Just steps from the beach, this stay includes valet parking, beach gear, and bikes so you can skip the planning and dive straight into your trip. Sip espresso in your room, watch the sunset at the rooftop lounge, and live the Florida coastal life your way.

Gulf Front Studio – Sabal Palms Inn #3
This beautiful studio unit opens to a semi-private balcony with direct Gulf views. It has a queen bed and futon (best for 2 adults or 2 adults + 1 child), a full kitchen, TV, and hair dryer. It is apart of our small, family-owned 11-unit historic boutique hotel, Sabal Palms Inn, with free bikes, beach chairs, gas grill, parking, and daily housekeeping.

Enchanted Inn Deluxe Suite #8: Waterfront, Pool, F
This rental property is located on North Clearwater Beach on the Intra-Coastal Waterway. Located within a quick 5 minute walk to the beach & local restaurants! All rooms come with a full kitchen, a king-size bed, and loaded with all the amenities; POOL / Boat Dock / Tiki Bar

F-2 Bedroom Suite Ocean View
Our suites have been curated to blend modern elements of coastal Florida style combined with the comforts of home. Each suite includes 2 bedrooms, a fully equipped kitchen, a separate living room and a private oversized balcony offering breathtaking water views.
Popular amenities for hotel rentals near Anna Maria Island
Family-friendly hotels

Modern guestroom steps to beach

The Addison Room

Waterfront Hotel Room, Huge Pool, Tiki Bar, Beach!

Enjoy Rooftop Pool one block from the Beach

Outdoor Pool, Full Kitchen, Pets Friendly, Gym!

Free Shuttle to TPA + Breakfast. Pool & Gym

Johns Pass Hotel

Hotel across from the beach
Hotels with a pool

Oasis Palms - Premier 1 Bedroom Deluxe Queen

Devon Shores - Standard King

Prime Location! Pool, Walk to the Beach

Oceanview Apt @ Luxury Resort! ~ 833 Aqualea

Perfect Place to Unwind! Free Breakfast, Pool!

Enjoy a Hassle-Free Stay! Pool, Free Breakfast

The Blue Lagoon

Hotel Queen Room
Hotels with a patio

Stunning sunset views

Bungalow Beach Resort: #301 White Pelican

Clearwater downtown 1 deluxe king

One bedroom suite just steps from the Gulf

Paradise Bay

Premium Room, First Floor

Fully Remodeled Gorgeous One Bedroom Apartment

In-suite paddleboard
Other hotel holiday rentals

Bay Room

Las Olas of Treasure Island No. 2

Las Olas of Treasure Island No. 9

Enjoy the Perks! Free Breakfast, Outdoor Pool!

Cheri Lyn 1

Steps to Beach, Htd Pool, Full Kitchen #7

Cheri Lyn 2 double beds

Cheri Lyn
Quick stats about hotel rentals near Anna Maria Island

Total holiday rentals
Explore 20 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $122 NZD per night before taxes and fees

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

Holiday rentals with a pool
10 properties feature pools

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Anna Maria Island rentals

5 Average rating
Anna Maria Island stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Anna Maria Island
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