Book Direct & Save - No Booking Fees
Key Amenities
About this property
Construction is currently taking place in this building which could cause some noise however, this unit and its balcony are not affected.This 2 Bedroom, 2 Bathroom Crescent Beach Club vacation home is located directly on the beachfront of Sand Key Beach, which is just a ½ mile south of the...
Key Amenities
About this property
Are you looking for a relaxing getaway ? Look no further. This 900sf fully renovated / furnished unit located within the security guard gated luxury community , Grand Venezia, by old Tampa will not disappoint.Well Kept, very clean: 1 bedroom with walk- in closet 1 bath with double sink, granite...
Featured review
The location is Amazing -The Pool -Gym-Hot Tub on the doorstep-lovely walking paths around the property-Gated Community- 10 Minutes drive to Beautiful White sandy Beaches The condo is very Clean and...
Key Amenities
About this property
This 2-bedroom, 2-bathroom vacation home is located directly on the beachfront of Sand Key Beach, which is just a ½ mile south of the famous Clearwater Beach. The property offers a pool, hot tub, and community grilling area! Enjoy breathtaking sunsets over the Gulf of Mexico from your private balcony...
Featured review
The apartment met all our needs and more . Would definitely recommend and stay again . The views were amazing .
Key Amenities
About this property
Beautiful two bedroom/2 bath condo with sunrise view in the front and Sunset view in the back. Directly on the beach with pool. Walk across the street for breakfast lunch or dinner. Shops are across the street with access to the Jolly trolley which takes you right into Clearwater Beach. Located on Sand...
Featured review
We were super impressed by the location of this unit. Checked all of our boxes. Great hosts, who were readily available. We had everything we needed. Home was well equipped, with nice furnishings. Could...
Key Amenities
About this property
Available JDecembeer 15 t for 6 to 12 month lease! 6 Months is $4500 12 Months is $7000.00 and the high season December to April is $7500 The private gated Harbour Light Towers on the world-famous Clearwater Beach. This 7th floor condo is a corner unit with spectacular beach, harbor and city views. If...
Inquire for rates
Why Choose FloridaRentals.com?
No Booking or Service Fees
Save up to 25% compared to other websites - no hidden costs.
Connect Directly with Hosts
Book with confidence and get the best rates.
Florida's #1 Vacation Rental Site
Trusted by millions - your go-to for the perfect Florida getaway.
Key Amenities
About this property
**Please scroll down for available dates and rates before inquiring. Currently, first available booking date is July 19, 2026. One Month Minimum** Stunning direct ocean views from this 2 Bed/2 Bath updated and bright condo. Enjoy elegant coastal vibes in this 10th floor unit in Harbour Light Towers...
Featured review
My husband and I had a wonderful month long stay at this lovely condo. The views were simply stunning from both the balcony that looks out at the Gulf or preparing a meal in the fully stocked kitchen with...
Key Amenities
About this property
The sparkling, blue waters of the Gulf of Mexico await you at 105 Tiffany Place. Located directly on Anna Maria Island's 7-mile long beach of pure white sand, our 2-bedroom condo is the ideal location for relaxing in the sand and soaking up the sun.Our home underwent a complete renovation during...
Key Amenities
About this property
Welcome to Tiffany Place 205 on beautiful Holmes Beach on Anna Maria Island! This spacious 2 bedroom, 2 full bath condo has been totally remodeled in a coastal inspired décor, is meticulously clean and well organized and has everything you need to enjoy your vacation directly on the beach.Tiffany...
Key Amenities
About this property
PLEASE EXCUSE THE CURRENT PICTURES. We are just finishing the condo and we don't have the bedding or the tvs yet. Just remodeled and ready to go starting February 1st, 2026! Everything you need is here for you. This well appointed condo on Anna Maria is ready for rent! Pack some clothes and come...
Key Amenities
About this property
This well appointed condo on Anna Maria is ready for rent! Everything you need is here for you. Pack some clothes and come to the beach! The condo is fully stocked with pots and pans and virtually any kitchen appliance you will need. We include house towels, beach towels, a washer and dryer and two TV's....
Key Amenities
About this property
BRAND NEW LISTING! Beautiful Gulf-front, 2 br 2ba, second-story condo directly on the beach. Our unit 216 is a 5-star listing at Tiffany Place Condominiums, with stunning sunset views from the top-floor private balcony. The master bedroom faces the brilliant Gulf of Mexico waters and includes a California...
Key Amenities
About this property
This beautiful home is located Only 3 miles (9 minutes) to Clearwater Beach! Our large yard with HEATED (Oct-May) pool & bonfire pit are great areas for entertainment. Clearwater beach is #1 best beach in the US!The beach offers miles of beautiful white sands and breathtaking sunsets. It is loaded...
Featured review
We had a great stay, the backyard was great for the kids and the dogs! Walking distance to the golf course and easy access to the Pinellas trail. Less than 10 minutes drive to Dunedin and Clearwater Beach....
Key Amenities
About this property
Quiet Nights of Quiet Stars on Anna Maria IslandThe Vibe: Quiet, Comfortable, and Updated for 2025 Escape to "Songbird," a charming purple getaway tucked away on a peaceful side street. If you’re looking for a clean, ground-level home where the "quiet nights and quiet stars"...
Featured review
The house was perfect! Two spacious bedrooms, living room and full kitchen as well as laundry room. The location is wonderful - close to both beaches and shopping. Joel was an absolute dream to work with...
Key Amenities
About this property
Welcome to Jerry's Gem! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to the world class beaches of Anna Maria Island Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included, Smart lock for Self Check-inThis property is located in...
Key Amenities
About this property
Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll...
Key Amenities
About this property
Island Key Condominiums is an intimate community providing relaxing waterfront views and a convenient location to all that Clearwater Beach has to offer! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the comforts of home including a washer/dryer, cable TV, Wi-Fi and flat screen TVs,...
Key Amenities
About this property
This 3-bedroom, 2-bathroom waterfront beauty features all new furniture, and a breezy, coastal decor designed for relaxing! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the conveniences of home including a washer/dryer. cable, Wi-Fi and flat screen TVs, all within walking distance of...
Key Amenities
About this property
A spectacular 3-bedroom, 2-bathroom waterfront beauty featuring custom furniture, a gourmet kitchen, alfresco dining on the balcony and all the conveniences of home including a washer/dryer, cable, Wi-Fi and Smart TVs, all within walking distance of the beach, shops and restaurants!No "broken...
Featured review
I am new at this renting don.t know who I contact about this property can you help me out. I keep filling out the message part and no answer
Key Amenities
About this property
Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach!No "broken month bookings" allowed unless with prior approval from management (Rentals must start at the beginning of the month and end at the end of a month.)Overflowing...
Key Amenities
About this property
Shady Palms is a cozy secluded beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf waters. Shady Palms is the most perfect spot you'll ever find on the beach - have the best of both worlds - the sun and the shade.Beach...
Featured review
What a special place. The memories of years line the walls with incredible family. The views simply can’t be captured with a camera even though we tried many times. The sunsets can’t be described and...
Key Amenities
About this property
2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.
Featured review
Wonderful stay, quiet neighborhood, location is amazing - the beach is half a block away! Shopping including restaurants and grocery store close by, within walking distance, too. This is a great family-friendly...
Key Amenities
About this property
SEP to DEC 2025 : $225 a day (Taxes and Fees Not Included) - MIN 30 DAY RENTALLUXURY ISLAND GATED COMMUNITY! Enjoy water views of Anna Maria Sounds and Harbour Isle private lake from this gorgeous 3+ Brdm / 3 Bath, 3,412 total sq. ft. high-end flagship coach home! The unit is fully furnished with...
Featured review
Couldn’t be a better location as the glorious beach was two minutes away! And what a fabulous beach to walk. The sunsets were spectacular. Couldn’t get any more beautiful.
Key Amenities
About this property
This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
Featured review
Loved this rental. Close to beach and has a pool. Pet friendly too. Roomy and well stocked with kitchen items as well as towels.
Key Amenities
About this property
This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
Featured review
We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...
Key Amenities
About this property
Premier Waterfront Penthouse on Clearwater Beach This 3 Bedrooms ( king each)+ bonus room ( pull out couch) 4 bath 4 levels 2954 sq ft Private Elevator is accessible, and fully furnished. Relax and watch the sunset from your gorgeous rooftop oasis like no other, a one-of-a-kind 20 x 20 beautifully...
Key Amenities
About this property
Welcome to Castaway in Margaritaville! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Gated community with pool and amenities Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen...
Key Amenities
About this property
Welcome to Holmes Beach Retreat! Sleeps 7 Water Views of Anna Maria Sound! Sunset Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for all of your favorite home...
Key Amenities
About this property
Welcome to Penthouse Retreat! 1 Mile to the World Class Beaches of Anna Maria Island Close proximity to Bradenton, Lakewood Ranch, Sarasota, and Tampa Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for...
Key Amenities
About this property
Bungalow at Margaritaville! Sunrise Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for all...
Distance to beach: 25 miles to St. Pete Beach (nearest Gulf Beach)
Key Amenities
About this property
Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private...
Key Amenities
About this property
Cozy 2/1 Walkable to dwtn Safety HarborWelcome to our charming 2-bed- 1-bath apartment in the heart of Safety Harbor Downtown! This modern and stylish apartment offers perfect base for your stay, with its prime location just steps away from all the local shops, restaurants, and attractions. Explore...
Key Amenities
About this property
Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces....
Key Amenities
About this property
Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within...
Key Amenities
About this property
28-Night Minimum Maximum capacity shall not exceed 6 personsWelcome to paradise on beautiful Anna Maria Island! Sunbow Bay 209 is a newly furnished 2-bedroom 2-bath condo with new appliances and coastal decor overlooking a peaceful, serene lagoon with kayak and canoe...
Distance to beach: 0.5 miles to Manatee Beach
Key Amenities
About this property
2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything...
Featured review
This condo was the PERFECT place for our family of three to enjoy Anna Maria Island! It was clean, cozy, and had everything we needed! Carla was a wonderful host who was very accommodating and gracious...
Distance to beach: 50 yards to Sand Key
Key Amenities
About this property
This cozy and comfortable Sand Key studio condo is directly located on the beach. Bathroom is Newly Remodeled in 2024 with luxury shower! Kitchen has been remodeled in past few years.At this turn-key studio condo on Sand Key beach, you can awaken to the sound of the waves rolling in as you enjoy your...
Featured review
This was our third time staying in this condo and we continue to love it. It is perfectly laid out space wise, the owners are very helpful and accommodating and the location is ideal. The condo is right...
Key Amenities
About this property
Forget your worries in this spacious, serene, brand new built space. This community was built in 2023! Enjoy the community pool and the house backing onto a small lake/pond, you are sure to enjoy your wine sitting watching wildlife!You can’t ask for a better location, the house is 25 minutes...
Featured review
️️️️️ We had such a wonderful stay in Palmetto, Florida! The home was spacious, super clean, and very inviting — it felt comfortable from the moment we arrived. It’s also conveniently located...
Key Amenities
About this property
Clearwater Beach Waterfront Modern VillaExperience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway.Property...
Key Amenities
About this property
Completely renovated beautiful cottage on large double lot. Located 2 blocks from the gulf and 2 houses from the Pinellas Trail. Walk or bike to downtown Dunedin. New kitchen and bathroom along with washer and dryer. Sliding glass door off living room provides access to a cozy side yard with patio. Vaulted...
Key Amenities
About this property
Charming Mediterranean style home just south of downtown Dunedin. One home away from the 37 mile Pinellas trail. Walk into downtown Dunedin on the trail. Toronto BlueJays Stadium just 4 blocks away off the trail. About 4 blocks to the water for great sunsets.Our home is about 850 square feet with 2 bedrooms...
Featured review
We loved our stay here. The house was located close to Dunedin and TD ballpark, both accessible from the Pinellas trail a few steps away. Inside was very clean and stocked with utensils, towels, etc....
Distance to beach: 100 feet to On site
Key Amenities
About this property
The Clearwater Beach Escape 90% of Guests Book Year After Year! This is a rare opportunity to book Jan or Feb (other dates too!) at the best location during the most sought-after dates on Clearwater Beach — the award-winning, renowned beach with sugary white sand and pristine water.Your dream...
Featured review
We have booked 403 San Marco in June for the last 4 years and are extremely pleased with the accommodations and the owners hospitality . We continue to plan on leasing John and Bethany’s Condo for long...
Key Amenities
About this property
Palm Cay unit 10 is a two bedroom , one bath condo just 50 steps from the pristine Gulf waters of Homes Beach. There is a shared pool centered in a courtyard surrounded by lush , tropical vegetation. There is a double sofa bed in the living room. The kitchen is fully equipped , including a coffee...
Featured review
The unit was lovely. Well equipped and very clean. The pool area is very nice and a 1 minute walk to a beautiful beach.
Distance to beach: 5 miles to Manatee Public Beach
Key Amenities
About this property
Nestled in a peaceful neighborhood, this soothing house offers the perfect escape for guests seeking tranquility. Totally renovated 3 bedroom, 2 bath interior is bright and spacious. Quick access to Anna Maria Island beaches, IMG, walking trails, parks, shopping & restaurants! Bring the whole family...
Key Amenities
About this property
Very comfortable on the inside with enough beds and room for 6 people. Fully furnished on the inside with the design of a typical beach home. A backyard complete with outdoor dining area and bar island that are great for outdoor grilling. A big, fenced in backyard that is great for pets to run around....
Key Amenities
About this property
We at Florida Sun Vacation Rentals are excited to offer you THE 2323 SURREY LANE HOME.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us and...
Featured review
Great house, well equipped, nice yard and pool areas, close to a lot of restaurants, beaches, the causeway, groceries, and parks. Very tastefully decorated inside and out. Very pleasant.
Distance to beach: 4 miles to Clearwater Beach
Key Amenities
About this property
Beautiful and charming 1 bedroom, 1 bath cottage located in sunny, salty, coastal town of Dunedin. This place is truly special. Updated throughout, enjoy the benefits this home and location! Find peace outdoors on the travertine decking with lush vegetation to provide plenty of privacy. Walk down...
Key Amenities
About this property
Located only one mile to the beautiful beaches of SMI. The White-sand Beaches of the Gulf of Mexico is a short 1 min drive away. An extra large heated pool is across the driveway away in a beautiful tropical setting with bathrooms and an outdoor shower to rinse off! There is also a hot tub to relax...
Featured review
The vacation was amazing. My family had so much fun. We needed this time to relax and get out to the water after being shut in for so long.
Key Amenities
About this property
***90 days minimum stay*** available 1/11/27 to 06/11/27 *** Step into coastal luxury in this beautifully renovated 2‑bed, 2‑bath residence on exclusive Island Way. Located on the 8th floor, this unit offers panoramic water views that capture the best of Clearwater Beach living.Property Highlights: -...
Distance to beach: 1 miles to Clearwater Beach
Key Amenities
About this property
Come and embrace this beautifully updated and tastefully decorated very spacious one bedroom, one and a half bathrooms 950 Square feet. It features a very large balcony with access from both the bedroom and the living room. Amazing views of the Gulf of Mexico. The Intercoastal waterway , Dunedin and Honey...
Featured review
You can’t beat the view! Everything was very clean and anything you would need is in the unit. The owner was kind and attentive to any questions. Convenient parking and close to all that Clearwater Beach...
Distance to beach: 1 miles to Clearwater Beach
Key Amenities
About this property
Beautifully updated with open kitchen concept to the living room. Tastefully decorated with nautical and palm theme. Very spacious 950 SQF 1 bedroom, 1 1/2 bathroom. Very large living room with 65 inch smart TV . A beautiful dining table. Fully updated kitchen with stainless steel appliances and granite...
Featured review
Waking up in a newly renovated condo each day and looking out to the beautiful blue water felt refreshing and peaceful! George’s condo is spacious and totally equipped for a lengthy stay! We enjoyed...
View on map
List view
