Vacation Homes & Condo Rentals in Clearwater Florida

Clearwater Beach Suites #201

Feel yourself relax as you walk through the welcoming entry of Clearwater Beach Suites Unit 201. This beautifully decorated executive level condo has an open floor plan with two bedrooms, a sofa sleeper, and one bathroom which is perfect for couples and families traveling together. Our condo features many upgraded amenities such as granite in kitc.......read more

3 Bedroom(s)
1 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Spacious Townhome in Prime Location Offers Private Entrance!

*Complex restrictions apply. Only one guest per month and paperwork required 30 days prior to arrival* Teem up with Teeming Vacation Rentals! This vibrant Mediterranean villa inspired complex is nestled in the heart of Clearwater Beach, with fabulous views of the Intracoastal and backyard marina. Stylishly furnished with a calming coastal flare an.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 Townhome Rentals

Vacation Home

15th Floor Beauty in Sand Key! 2 Bedroom, 2 Bath-Sleeps 4. 30 day minimum.

This home requires a 30 day minimum stay. The beautiful white sand beaches of Florida's Gulf Coast are your own backyard at Landmark Towers, a wonderful beachfront community of condominium homes in Sand Key, right on Gulf Boulevard south of the Sand Key bridge. The community offers a pool, tennis courts, water access, and shuffleboard. Landmark To.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

This ~1,100 sqft, 2 bedroom, 2 full bathroom cottage has a fully renovated kitchen with all necessary appliances and a spacious deck area complete will a full set of patio furniture and grill. The best part? Walk out the front door and walk less than 100 steps to white-sand beaches. The living room has three of the most comfortable chairs you’.......read more

2 Bedroom(s)
3 Bath(s) - Sleeps 6 Cottage Rentals

Vacation Home

Water View home with private pool and heated spa with boat deck clearwater

This house is great for family that want to gather and stay like own house feel comfortable,relax,enjoy the beach and all the Clearwater Beach has to offer. we want to share water view house has private pool with heated spa which maintain ever week from professional pool care company to provide good quality salt water pool and boat deck able to ac.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Modern Clearwater Home - Short Trip to Beach!

The Space Newly renovated 2 bedroom home with a modern decor offers everything you need for your next trip. The home offers a driveway for four cars, a private outside patio in the backyard with room to play. The space includes an open floor plan consisting of the kitchen, dining area & living room with a pull-out sofa for 2. The two bedrooms offer.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Sunny Getaway - Beautiful Vacation Rental

Enjoy all that the Clearwater/ St. Pete's region has to offer, while staying in one of the most desirable communities in the area. Relax in the quiet of a beautiful 3 bedroom, 3 bath home on the Dunedin / Clearwater line, just steps from Edgewater Park on St. Joseph's Sound. Take a stroll in Edgewater Park, or sit and watch the sunset over Calades.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 House Rentals

Vacation Home

STEPS TO THE BEACH!!!

We are directly across the street from the beautiful and pristine Gulf of Mexico in a quiet neighborhood on North Clearwater Beach. The property is tastefully decorated and well appointed with everything you need for a relaxing respite from your busy life. You will enter through a brick courtyard, where your door opens to a living room and dining a.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Cottage Rentals

Vacation Home

Clearwater Beach Getaway - Monthly Rental

Escape to Clearwater Beach at this 3 bedroom 2 bathroom vacation beach rental that comfortably sleeps 6 people. Just a short walk to the white sandy beach this beach house is private and tranquil. Everything you need for that long awaited vacation…fully equipped updated kitchen, spacious closets free wifi, and more. You can count on this beautif.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Sunny Florida Condo in "Avalon at Clearwater" Complex

One bedroom newly renovated condo, accomodating up to 4 guests (1 king size bed + 1 queen size sleeper sofa). Free Parking, Pool, Fitness Room, Cable TV, WIFI Internet. 10 min drive to the great beach town of Clearwater Beach, and several other beaches and attractions. 30 min drive to Downtown Tampa & Downtown St-Petersburg (many restaurants, bar.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

The Cove-Front Porch Living

A bit of old style Florida when people talked and sipped tea on their porch in the late afternoon. You're in the middle of the city but feel like you're out in the country. The house is surrounded by tropical, organic gardens. Most of it is edible, medicinal or a butterfly/bee attractor. Sunset House and Gardens is a certified wildlife habitat........read more

1 Bedroom(s)
1 Bath(s) - Sleeps 3 Studio Rentals

Vacation Home

Newly Listed PENTHOUSE Corner Unit w/Gulf and Harbor Views! Pool, Grill, Fishing Dock ~ Dockside 601

You'll have location and luxury combined into one at this beautiful corner PENTHOUSE unit - the largest end-unit penthouse at Dockside Condos - which also features TWO balconies with views of the Clearwater Harbor AND the Gulf of Mexico! Conveniently located within walking distance to all the main attractions, including Pier 60, local shops and res.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

The Lofts on Baymont St. - C

THE LOFTS ON BAYMONT ST. Embrace the paradise of Clearwater Beach with refreshing breezes blowing off the waters of the Gulf of Mexico and it's quaint resort beach town flare. It is the place to be… "The Lofts on Baymont St." are located in the heart of the tourist district and just a stroll away to most everything Clearwater Beach has to offer.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Apartment Rentals

Vacation Home

Resort Style Clearwater Condo- Come and Relax

Wow! Beautifully renovated, large (730 square feet + tiled balcony) 1 bedroom ground floor condo with a resort like feel. The complex has 2 to 3 story buildings with a picturesque resort style pool in the middle area (our ground floor unit, very convenient for bringing in your suitcases and groceries, is in a nice quiet spot but does not face th.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Condo Rentals

Vacation Home

Clearwater Fl Penthouse Close to Baseball Stadiums 60 Day Min

THIS IS LUXURY IN THE CLOUDS!! A luxury penthouse apartment in the very popular downtown Clearwater. Only minutes away from the #1 voted beach in the USA and close to both baseball stadiums; Blue Jays & Phillies. There are many facilities that are available including; heated pool, nice gym, clubhouse, stores and cafes. You'll love this apartment. .......read more

3 Bedroom(s)
2 Bath(s) Condo Rentals

Vacation Home

Beautiful Remodeled House - Outdoor Pool & screened Florida Room

This is the Ultimate 3 bed/2 bath Florida rental. Relax by the pool, sit inside the screened in party room, with fridge, 55 in TV, grill, while enjoying the best weather Florida has to offer. Located 5 miles from Clearwater beach. Every restaurant, bar, and store you could possibly want within a 2 mile radius. Baseball fans will love catching Sprin.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Overlooks Pristine Gulf Beaches in Ideally Located Community in Sand Key!

Application required 10 days prior to arrival. During the 2022 peak season, all reservations must fall within the following dates. Jan.1-Jan. 15, Jan. 15-Jan. 29, Jan. 29-Feb. 12, Feb. 12-Feb. 26, Feb. 26-Mar. 12, Mar. 12-Mar. 26, Mar. 26-Apr. 9, Apr. 9-Apr. 26. Teem up with Teeming Vacation Rentals! Enjoy breathtaking sunsets on your private ocea.......read more

1 Bedroom(s)
2 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

Experience Your Own Sunset Serenade at the Crescent Beach Club in Sand Key!

Teem up with Teeming Vacation Rentals! Treat yourself to something truly special in highly acclaimed Sand Key, famous for its dazzling sunsets and quiet location, just minutes from all the activities of Clearwater Beach. Crescent Beach Club 2-6F offers a soothing coastal getaway complimented by contemporary seaside furnishings and all the comforts .......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Luxury Awaits - Beautiful Coastal Living

THE ULTIMATE IN COASTAL LUXURY AWAITS. LONG TERM RENTERS WELCOME FROM JAN - MAY Discounts will apply for stays over 30 days Gorgeous Waterfront Costal house, Walking distance to downtown Clearwater and Dunedin winter home of the Toronto Blue Jays. The beach is minutes away! Clearwater Beach has won multiple top places in awards relating to its .......read more

5 Bedroom(s)
5 Bath(s) - Sleeps 10 House Rentals

Vacation Home

Chic Condo w/Pool & Lanai, 4Mi to Clearwater Beach

Experience the Tampa Bay area like never before at this gorgeous 1-bed, 1-bath vacation rental condo in Clearwater! Hosting 4 in beds, this recently remodeled unit features a clean modern interior design, a covered balcony, and access to all of the Avalon's top-notch community amenities like a fitness center and pool. Whether you're in town to soak.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

1418 Leo Lane · Clearwater Beach/Dunedin. Smart TV. Netflix.Patio

YES, THE BEACHES ARE OPEN!!!! 🙂 Remodeled and furnished in 2019. This 1 bedroom, 1 bath guest suite with private patio is only 6.6 miles from Clearwater Beach! Voted #1 beach in America for the second year in a row. Voted #6 Beach in the world. Downtown Dunedin is 3.6 miles, bike, shop, eat drink and relax in this local hot spot. Free Wifi. .......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 House Rentals

Vacation Home

Slice of Paradise II - Unit 2

SLICE OF PARADISE II This charming 2-BR unit offering an area for grilling and chilling! Enjoy the charm of this nicely decorated tropical beach apartment! Nestled in the Tourist District of North Clearwater Beach you are only a few blocks over to the white sands and blue waters of Clearwater Beach as well as the restaurants and beach shops. Get r.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 6 Apartment Rentals

Vacation Home

Great Location...Great Service...One Bedroom Condo Suite

Enjoy Clearwater's most loved Condo-Motel. Here you can enjoy newly remodeled condo suites with granite counter tops, wood cabinetry kitchen, full size refrigerator/freezer w/ice maker,and private bedroom. Just one and a half blocks to the beach, approximately a 3 minute walk, we provide beach chairs, beach towels and beach umbrellas. You can wal.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

CLEARWATER BEACH CONDO STUDIO!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

A FULLY FURNISHED TOP OF THE LINE 6TH FLOOR STUDIO IN THE REGATTA BEACH CLUB OVERLOOKING A INTER COASTAL AND AN OPEN OCEAN VIEW. THE STUDIO SLEEPS 5 AND HAS A BALCONY WITH GLASS FENCING,GLASS SLIDING DOORS, A QUEEN SIZE MATTRESS, A COUCH WITH A FOLD UP BED, A GLASS DINING TABLE , A FLAT SCREEN TV , PRISTINE KITCHEN APPLIANCES, HAS A LARGE POOL, A G.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 5 Condo Rentals

Vacation Home

Bay Watch #6 - Weekly Beach Rental

BAY WATCH Enjoy breathtaking sunrises and sunsets from this charming condo. Everything you need for that long awaited vacation...fully equipped kitchen, free wifi, cable channels and more. You can count on this beautiful coastal location to make your vacation a more enjoyable place to relax. The view of the wide open waterway, where you can someti.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Apartment Rentals

Vacation Home

Waterfront & Family Friendly! Walk to beach and shops! New furnishings-201 Harborview Grande

This 3 bedroom, 2 bathroom luxury condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Watch the sun rise over the marina and the dolphins at play in the channel from your waterfront balcony! This condo is centrally located within easy walking distance of the beach, Pier 60 and local shops and restaurants. ***.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 8 Condo Rentals

Vacation Home

Cozy Ground Floor Pool Access 2BR/2B

Guests are sure to enjoy a memorable vacation in this fully furnished, 2 bedroom/2 bath Condo.  The main/master bedroom has a King-sized bed, while the remaining room is furnished with a Queen-sized bed, comfortable for sleeping 4 people.  The newly decorated living room is furnished with two large couches, and a 65" TV w/ Sound Bar.  The Dining.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

Luxury, Family Friendly Townhome - Rooftop Hot Tub Featuring Amazing Beach Views

Come relax and enjoy your stay in this beautiful, well appointed and family friendly 5-level town home! We are located on Clearwater Beach, just 200 flip flops (600 feet) from the best beach in Florida! Watch the magnificent sunsets over the Gulf of Mexico while relaxing in the hot tub or grilling out up on the rooftop terrace! Your private elev.......read more

4 Bedroom(s)
3 Bath(s) - Sleeps 10 Townhome Rentals

Vacation Home

It’s a "Shore" Thing; Hidden Gem, Vacation's Elixir

Complex Avalon build in year 2000 is calling you to come and enjoy true relaxation in a prime location with outstanding amenities. Once you arrive, the only thing between you and the Gulf of Mexico are beautiful scenaries and water. Getting to and from the beach has never been easier… cross the bridge, down the boardwalk and there you will arrive.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Condo Rentals

Vacation Home

Sand Key/Clearwater Beach Condo - Gulf Beach with Spectacular Sunset Views

Availability August and October 9 to October 28, 2021 Live by the SUN, Love by the MOON. Enjoy breathtaking views from floor to ceiling windows of azure blue Gulf waters from every room. Wake up to the sounds of the waves and spend a relaxing day on the white powdery sand beach, swim in the crystal clear pristine waters or in the heated poo.......read more

1 Bedroom(s)
2 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

New Property, Spacious, Contemporary Condo with Fabulous Intracoastal Location!

Teem up with Teeming Vacation Rentals! Come experience the essence of Clearwater Beach at Sun West Palms 301. This lovely condominium complex is conveniently located just south of the Clearwater Causeway along the Intracoastal Waterway. It is just a 3-minute walk to Florida's Top -Notch Beach and all the activities, shops, and restaurants that make.......read more

3 Bedroom(s)
4 Bath(s) - Sleeps 8 Condo Rentals

Vacation Home

CP-104: Clearwater Luxury Apartment

This place is ideal for the traveling business professional. A quiet gem tucked away in beautiful Clearwater, FL! The first floor fully furnished unit is located inside a secure, gated community. *The community is located less than 20 minutes away from Tampa International and Clearwater-St. Petersburg Airports. *Positioned across the street from.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Apartment Rentals

Vacation Home

Harbour Light Towers 1105 11th Floor Beachfront Studio at Harbour Light Towers

PLEASE NOTE: This property does not allow vehicles with ANY modifications 'including wheels' on the property. Come and enjoy this 11th floor studio gem. Condo has a queen sofa sleeper and modern queen Murphy's bed to accommodate 4 guests. New tile floors throughout. Enjoy the beautiful view as you cook in the modern just renovated kitchen with.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

Clearwater Beach Splendor - Weekly Beach Rental

CLEARWATER BEACH SPLENDOR Weekly Rental - Pool Home JAN-APRIL -SAT TO SAT only The Clearwater Beach Splendor is just a short walk away from the white sands of Clearwater Beach and the Intercoastal! Offering a nice selection of comfortable and relaxing accommodations that will please the most discriminating vacationer. The colors that fill each roo.......read more

4 Bedroom(s)
3 Bath(s) - Sleeps 12 House Rentals

Vacation Home

Large 3 Bedroom 3 Bathroom right on the water !

The dolphins play right below our 200 sq. ft. balcony and you are a 3-5 minute walk from sinking your toes into our famous sugar sand beaches!! This luxurious Clearwater Beach waterfront condo is 1,890 square feet, on the top floor with expansive 10 ft ceilings, and is immaculately cared for! It offers breathtaking views of Clearwater Harbor and th.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 8 Condo Rentals

Vacation Home

Eldorado Dream - Monthly Beach Rental

ELDORADO DREAM Monthly Rental Stunning tropical furnishings this beach property is located on Clearwater Beach's exclusive Eldorado Avenue. Steps from the sand, this 3 bedroom, 3 bath house is exquisitely decorated with large expansive and comfortable living areas. The house sleeps (maximum) eight persons and is cozy and comfortable. This is THE l.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Luxury Clearwater Beach Villa w/ Waterfront Views!

Fall in love with the luxuries of waterfront living in this breathtaking 3-bed, 2-bath luxury vacation rental villa in Clearwater. This 1,824-square foot villa for 6 provides guests Sunshine State sophistication on the beautiful Intracoastal Waterway and is just steps to the award-winning Clearwater Beach. Whether you enjoy the views from the furni.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

THE GREAT ESCAPE, 63 steps to beach, Heated Pool, 2nd Level deck with Ocean View

The GREAT ESCAPE is Clearwater's best kept secret. Historically rented, this house went 15 for 15 in 5-star reviews over the years!!! One family has returned six straight years and counting. Note: This property is a monthly rental only. No exceptions. Now under new ownership, the bar has been raised!! The house is just steps to Clearwater B.......read more

4 Bedroom(s)
3 Bath(s) - Sleeps 10 House Rentals

Vacation Home

Brightwater Blue 158-4 3 Floors of luxury with beautiful water views

Brand new townhome built and furnished in February 2017 Bring the family and enjoy 3 floors of luxury accommodations. As you walk in the lower level after parking your car in the attached 2 car garage, you will be submersed by the gorgeous views of the waterway and boat docks. The lower level family room is perfect for hanging out to watch the gam.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 8 Townhome Rentals

Vacation Home

Luxury 2BR 2.5BA Condo with >180 Degrees of Beach Views

Crescent Beach Club offers the best of all worlds: a quiet, isolated area for the perfect tropical getaway while being in close proximity to all that Clearwater, St. Pete, and Tampa have to offer in daytime activities and nightlife. Our unit boasts over 2,000 square feet of comfortable, private living space. The living room is extremely spacious.......read more

2 Bedroom(s)
3 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

SPRING TRAINING CLEARWATER & STAY ON THE #1 BEACH IN USA - POOL, GYM, BBQ MORE

DESIGNER APARTMENT. Magnificent, sweeping views of the Gulf of Mexico from the terrace. IT IS RIGHT ON THE BEACH in a quiet neighborhood. The apartment is all updated with beautiful new furniture in a lovely building with a huge lobby with marble floors. The apartment has everything you need for a comfortable stay. It is on a high floor. The buildi.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 5 Condo Rentals

Vacation Home

Serene Marina Views of Dolphins, Free Wi-Fi, Cable & Phone, Pool, Balcony,W/D -206 Harborview Grande

This luxury condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Watch the sun rise over the marina and the dolphins at play in the channel from your waterfront balcony! This condo is centrally located within easy walking distance of the beach, Pier 60 and local shops and restaurants. Or just kick back by the h.......read more

4 Bedroom(s)
2 Bath(s) - Sleeps 8 Condo Rentals

Vacation Home

UPDATED! Waterfront w/Spacious Balcony, Wi-Fi & Cable, Pool, W/D, Parking ~ 506 Harborview Grande

NEWLY FURNISHED 506 Harborview Grande offers a spacious open concept for a large family or group of friends to gather while vacationing in beautiful Clearwater Beach, Florida. This waterfront condo has 3 bedrooms and 2 full bathrooms along with several amenities providing all the convenience needed for a hassle free vacation. This condo is centrall.......read more

4 Bedroom(s)
2 Bath(s) - Sleeps 8 Condo Rentals

Vacation Home

Lovely Waterfront Townhouse w/Rooftop Terrace just 5 min. stroll to the beach !

This gorgeous 4 floor Mediterranean style 3BR / 3BTH townhouse has everything you'll need for the perfect vacation ! The fully stocked unit with a brand new updated kitchen with high end KitchenAid appliances boasts a private elevator, shared pool with chaise lounge chairs, 2 55" 4k HDR Roku Smart TVs in the LR and Master BR, and a rooftop terra.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 Townhome Rentals

Vacation Home

GULF GETAWAY home - close to Beach, Downtown

This 1700 sq ft Florida ranch-style home is in the historic Magnolia Park neighborhood which had many homes built in the 1920’s. It’s location is close to downtown Clearwater and has quick easy access to Clearwater Beach by car, bike trail, or trolley bus. The front entrance opens to the living room, and adjoins the dining area. The home is.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Paradise Retreat, beach, pool, spa 20 to sand ( Pets considered)

The Cabana Spa & Beach House is located directly across the street from the beach. Walk through your own private entrance to the beach. This allows families who travel together to still have privacy and yet be together at the same time. It's perfect for grand parents, in-laws, honeymooners, or families looking for a wonderful getaway. The house i.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 House Rentals

Vacation Home

Frenchy's Cottages on East Shore #482

FRENCHY'S COTTAGES ON EAST SHORE No. 482 Frenchy's East Shore Beach Cottages we invite you to experience luxurious boutique coastal cottage accommodations in a quaint renowned resort town known to us locals as Clearwater Beach! Frenchy's East Shore Cottage #482 is nestled in the heart of the tourist district offering modern accommodations desig.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

1 Cottage, 2 units, 3 beds, 3 baths, Sleeps 10, 5 Minutes to Beach!

This beautifully renovated historic home has 2 available units each with a private entrance. One unit offers 2 bedrooms and 2 bathrooms. The other unit offers 1 bedroom and 1 bathroom. Both units are NON SMOKING and sorry no pets please. Walk to downtown Clearwater, water taxi to beach, Clearwater Marina, Coachman Park, Capital Theater and many re.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 10 Cottage Rentals

Vacation Home