
Pinellas Area Rentals

- From $418 per night (USD)
VRBO
Savor Gulf Views! 3/3 Heated Pool/Spa, Beachside - 603
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Condo Features: Beachfront Views Easy Beach Access 3 Bedrooms 3 Bathrooms, All Ensuite! Open Concept Kitchen TV's w. Cab ...
From $418 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Premier, newly renovated luxury beachfront (top-floor) condo on the Gulf coast.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the beautiful white sand and crystal clear water by day and magnificent sunset views from the balcony. Sleeps 6 co ...
From $465 per night (USD)Expedia
- From $526 per night (USD)
VRBO
Coastal 'Sea Side' Townhome - Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The sandy shores of Clearwater are calling you to this lovely vacation rental. Situated just steps from the beach, this ...
From $526 per night (USD)VRBO
- Click For Pricing
Expedia
Clearwater Home w/ Private Pool & Patio!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Dog Friendly w/ Fee | 8 Miles to Beach | Quiet Location Take a trip to the Sunshine State filled with fun days explorin ...
Click For PricingExpedia
- From $242 per night (USD)
VRBO
Tropic Terrace Suite #56 - Beachfront Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Charming Pool-View Studio at Tropic Terrace – Suite #56 2nd Floor Suite | No Elevator Welcome to Suite #56 at the Trop ...
From $242 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Land's End 301 bldg 3~ Updated waterfront unit~ AMENITIES!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
TOP REASONS TO BOOK THIS BAY FRONT CONDO: * This corner condo has a larger floor plan than the typical condo in this ga ...
From $322 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Land's End 305 bldg 7~ Pool,Hot Tubs, Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $200 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Picture Perfect Views From Every Window! Corner Unit on Sunset Beach in Treasure Island.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on pristine Sunset Beach in Treasure Island, this corner unit, top-floor, two-level beach front condo gives ever ...
From $276 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Land's End 405 building 11 Beautifully updated|Private beach front balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $230 per night (USD)VRBO
- Click For Pricing
Expedia
Emerald Isle 603 3 Bed| 2 Bath top floor with stunning beach and Gulf view!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. There ...
Click For PricingExpedia
- From $353 per night (USD)
VRBO
Las Brisas 202 Huge Balcony|Beautifully updated in 2021|BeachFront|3 Bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Top reasons to book: • Direct panoramic beachfront views from your large private balcony. • Onsite outdoor amenities i ...
From $353 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Views from Beachfront Balcony ~ Pool ~ Updated Fantastic Location Near Shops Bars and Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beachfront, 11th floor unit at the Ocean Sands complex in Madeira Beach, boasts some of the most incredible views i ...
From $251 per night (USD)Expedia
- From $288 per night (USD)
VRBO
☀ Tropical Vacation Home w/ HEATED POOL ☀
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our “sun-kissed” get-away in beautiful, conveniently located, Palm Harbor, FL. In less than 10 minutes you ca ...
From $288 per night (USD)VRBO
- From $571 per night (USD)
Expedia
Waterfront Getaway w/ Pool & Dock - Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Your next coastal escape begins at 'Waterfront Escape,' a 4-bedroom, 2.5-bathroom Indian Rocks Beach vacation rental hom ...
From $571 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Caprice 401 Awesome views|Great location|Walk to everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top reasons to Book: • All the Amenities-Beachfront heated pool onsite shuffleboard and shared BBQ grills! • Take in u ...
From $314 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Beachfront location on Pass-A-Grille beach.Walking distance to great restaurants and downtown shops.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay right along the main beach area in historic, and beautiful, Pass-A-Grille beach. This beachfront complex has recen ...
From $260 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Emerald Isle 204 Beautiful Updates|Beach Front|Corner Condo|Great location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. There ...
From $219 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Land's End 202-11, Beach front, Close to Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $203 per night (USD)Expedia
- From $281 per night (USD)
VRBO
Sunset Villas 3 Million $ VIEWS|2 Balconies|BBQ|pool|Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family! • TWO balconies p ...
From $281 per night (USD)VRBO
- From $483 per night (USD)
Expedia
ENDLESS SUMMER! DIRECT BEACH FRONT 3 BEDROOM!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Get ready for a Beautiful Old Florida style vacation with all the conveniences of home! Fantastic 3 Bedroom 2 bath dire ...
From $483 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Gulf and Intracoastal Views! WALK TO 4 OR 5 RESTAURANTS & MORE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Marquise is located at the south end of the Indian Rocks Business triangle. Very easy walk to nearby restopaaurants ...
From $220 per night (USD)VRBO
- From $258 per night (USD)
Expedia
ENDLESS SUMMER! DIRECT GULF FRONT COTTAGE STYLE PROPERTY! UPDATED!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
***** EVERYTHING UPDATED AND NEW***** Fantastic 1 Bedroom direct Beach Front cottage style vacation rental! Beautifull ...
From $258 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Trillium 5C Stunning beach front condo, beautifully remodeled w|amazing views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you en ...
From $282 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Sunset Villas 1 Amazing pool|Beachfront|BBQ|2 balconies-only 4 condos!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family! • TWO balconies p ...
From $277 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Premier unit on top floor w/ fantastic amenities! Land's End 1-404
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $157 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Land's End 203 bldg 1~ Cute, Coastal
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Top Reasons to book: • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tub ...
From $153 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Land's End 204 building 1 Beautiful New Floors|Near Pool|Lounge chairs!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $153 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Villa Madeira 505 | Beach FRONT|Walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $243 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Land's End 304 building 1, Premier beautifully updated, Waterfront with view!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $157 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Villa Madeira 408 Beautifully updated, Walk to John's Pass, Beach front!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $267 per night (USD)Expedia
- From $216 per night (USD)
VRBO
Land's End 303 building 6 Gorgeous 3rd floor remodeled beach front condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $216 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Trillium 4B Gulf Front Condo with Private Balcony|Amazing Beach Views|Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $270 per night (USD)Expedia
- From $233 per night (USD)
VRBO
☀Top Floor🏖️Beachfront🌴 Emerald Isle 601🐬Heated Pool🌊Directly on the Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. There ...
From $233 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Land's End 402 building 7 Top Floor Beach front with Awesome Views!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $228 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Land's End 204 bldg 7~ Beachfront, Cute!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book this Beachfront Condo: * Private Balcony Overlooking the Beach and Gulf of Mexico * Short proxi ...
From $205 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Land's End 404 bldg 9~ Next to Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $217 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Sunset Chateau 506 ~Beach Front
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Please note that this property is currently undergoing repairs. The pool is closed until further notice. Elevators ar ...
From $183 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Trillium 1A South Corner|Amazing Remodel|Stunning View from balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $270 per night (USD)Expedia
- From $412 per night (USD)
VRBO
COMPLETELY COASTAL! PRIVATE HEATED POOL! 3 BR 2 BA Close to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*****************POOL AND POOL EQUIPMENT FUNCTIONING AND GATE REPAIRED/REPLACED******************* This COMPLETELY COAS ...
From $412 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Arie Dam 202 - Beach Front|Amazing sunsets|Private balcony|Near John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that this property temporarily does not have access to the hot tub or elevator. Work should be complete A ...
From $261 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Emerald Isle 103 Beach Front Condo, Coastal décor, Pool, stunning views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. There ...
From $255 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Land's End 306 building 8 Beach front corner condo, completely updated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ROOF WORK SCHEDULED ON BUILDING 8 FOR JUNE 23RD, 2025 FOR APPROX. 6-8 WEEKS. Please call for details. ** Top Reasons ...
From $212 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Land's End 303 building 8, Beautiful Gulf Front Condo With Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ROOF WORK SCHEDULED ON BUILDING 8 FOR JUNE 23RD, 2025 FOR APPROX. 6-8 WEEKS. Please call for details. ** Top Reasons ...
From $222 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Land's End 202 building 9 Beachfront Condo w| balcony, close to pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tu ...
From $200 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Amadeus 5 Great water views|Central location|Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Top Reasons to Book: •Walking distance to a wide variety of local restaurants and entertainment. •Located just a bloc ...
From $190 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Villa Madeira 307 Paradise! Many updates in this awesome Beach Front condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $238 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Land's End 302 building 10 Complete remodel|Beach front|close to pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including Hot Tub, C ...
From $235 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Land's End 204 building 8 Complete Remodel, Beach Front, Amazing Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ROOF WORK SCHEDULED ON BUILDING 8 FOR JUNE 23RD, 2025 FOR APPROX. 6-8 WEEKS. Please call for details. ** Top Reasons ...
From $212 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Inviting 4br 2ba Home, Large Screen Porch & Backyard, 2 miles from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This charming home features stylish terrazzo floors, an oversized screen porch, and a spacious backyard. This lovely ho ...
From $234 per night (USD)VRBO
- From $257 per night (USD)
Expedia
UPDATED OLD FLORIDA STYLE COTTAGE DIRECTLY ON THE BEACH!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
***** EVERYTHING UPDATED AND NEW***** Beautiful direct Beach Front cottage style property. This lovely 1 bedroom offer ...
From $257 per night (USD)Expedia
- From $169 per night (USD)
VRBO
3BR/2.5Bath, Award winning ARCHITECT designed Home Nr DOWNTOWN & Pier
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our home is architect designed bungalow style home. Conveniently located in the center of town, right off I-275 with eas ...
From $169 per night (USD)VRBO
- From $317 per night (USD)
Expedia
3b 3b Beach View Balcony 1500 sq ft Crimson #103
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Crimson on the Gulf #103 - Please note that due to our hurricane season the elevator and the hot tub are undergoing repa ...
From $317 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Spacious beachfront comfortable 3-bedroom 2-bath. Heated pool. Great location for a FL vacation.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious, and completely outfitted condo for your Florida vacation. Walking distance to John's Pass Village. This outs ...
From $271 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Harbor Mist - Fresh & Friendly in Marina District Private Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bright, clean, and thoughtfully appointed, Harbor Mist brings new meaning to home-away-from-home. This Gulfport gem is t ...
From $186 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Direct Beachfront - 3b 2b - Beach Place #411
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach Place #411 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $375 per night (USD)VRBO
- From $242 per night (USD)
Expedia
The Best View in the Building! Waterfront Resort in the Heart of Madeira Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A superb view from your private balcony in this new resort situated with easy walking distance to Johns Pass Village, an ...
From $242 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Direct Beachfront Luxury 3b 2b - Beach Place #106
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #106 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $369 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Directly on the Beach. Walk to Shops, Dining & Activities. Heated Pool & Hot Tub. St Pete Beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Fantastic Location on Beautiful St. Pete Beach! Gulf Strand is situated on the sand in the heart of St. Pete Beach. Wal ...
From $262 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Spacious corner unit on Pass-A-Grille Beach. Heated pool. Enjoy the best the area has to offer.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This ground floor condo is located directly across from the beautiful award winning beaches of St. Pete Beach. At Pass- ...
From $295 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Ocean Views - Updated 3/2 - Beach Place #207
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #207 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $391 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Beach Front Balcony - Beach Place #107
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #107 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $379 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Great Value, Great Location on Madeira Beach. Beachfront Building Across From Johns Pass Village.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from J ...
From $258 per night (USD)Expedia
- From $942 per night (USD)
VRBO
Breezy ‘White Sands House’ Steps to Gulf Shore!
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 18
Let your dream beach vacation become a reality when you book a stay at the 'White Sands House,' a 7-bedroom, 3-bath Clea ...
From $942 per night (USD)VRBO
- From $358 per night (USD)
Expedia
'Driftwood Beach Suite' - Walk to Clearwater Bch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sink your toes into the pristine white sands of Florida's Gulf Coast when you stay at 'Driftwood Beach Suite,' a 2-bedro ...
From $358 per night (USD)Expedia
- From $274 per night (USD)
VRBO
'Sea Turtle Suite' Condo w/ Clearwater Beach Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Find your own slice of Florida paradise at 'Sea Turtle Suite,' a 1-bedroom, 1-bath vacation rental nestled along the cal ...
From $274 per night (USD)VRBO
- Click For Pricing
Expedia
St Petersburg Home w/ Pool - 4 Miles from Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to clear skies and the warm Florida sun at this amazing 4-bedroom, 2-bath St. Petersburg vacation rental! Boastin ...
Click For PricingExpedia
- From $302 per night (USD)
VRBO
Tarpon House - Center Street
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The historic Tarpon House built over 100 years ago as the original Tarpon Inn. Spoil yourself with not only the home’s ...
From $302 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Treasure Island Cottage, Near Boardwalk & Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This vibrant 1-bedroom, 1-bathroom cottage provides a seamless Treasure Island retreat for those looking to enjoy the be ...
From $272 per night (USD)Expedia
- From $439 per night (USD)
VRBO
Steps to Beach & Tranquility, #2 Quaint Apartment Steps Away from Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A charming Florida apartment, less than 100 yards to the gorgeous, white sand beaches of the Gulf of Mexico. Comfortably ...
From $439 per night (USD)VRBO
- Click For Pricing
Expedia
2/2 Condo on the intercoastal with beach access across the street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our condo is located at Golden Shores Condominiums in Indian Shores, Florida. It is available as a seasonal rental Janua ...
Click For PricingExpedia
- From $349 per night (USD)
VRBO
Fantastic Beachfront Location. Beachfront Heated Pool. Top Floor Balcony. Spacious and Comfortable.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Las Brisas Resort Condominiums are located alongside the sugary white sands of Madeira Beach, and are situated withi ...
From $349 per night (USD)VRBO
- From $261 per night (USD)
Expedia
John's Pass Updated 2B/2B - Beach Place #102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beach Place #102 - Remodeled, 2 bedroom, 2 bathroom condo complete with balcony view of popular John's Pass in southern ...
From $261 per night (USD)Expedia
- From $168 per night (USD)
VRBO
John's Pass - Beach Location - Beach Place #200
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beach Place #200 - #200 is a spacious 1 bedroom, 1 bath rental property near everything, including popular John's Pass V ...
From $168 per night (USD)VRBO
- From $502 per night (USD)
Expedia
Stunning Views, Outstanding Location. Direct Beach Access. Plenty of Space For The Entire Family!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Walk into this beachfront paradise home and sail into another world. The Admirals Townhouse is a rare find on a pristine ...
From $502 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Best Location on the Beach. Top Resort, Big Savings!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Location, Location! On The Beach and Across from John's Pass. Beautiful two bedroom condo in fabulous Madeira Norte. W ...
From $247 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Poolside 2nd Floor 2b 2b - Surf Song #225
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #225 - Warm and inviting with a tropical feel, this 2 bedroom, 2 bath condo at Surf Song Resort is ready for y ...
From $227 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Beachfront Condo Directly Across from Johns Pass Village. Excellent Location!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from ...
From $287 per night (USD)VRBO
- From $155 per night (USD)
Expedia
1br 1b Beach View - King - Surf Song #333
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #333 - Bright and spacious 1 bedroom, 1 bath condo with all the amenities right here at 333 Surf Song! Decorat ...
From $155 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Luxury Unit - Top Floor Balcony - Crimson #302
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Crimson on the Gulf #302 - Please note that due to our hurricane season the elevator and the hot tub are undergoing repa ...
From $388 per night (USD)VRBO
- From $297 per night (USD)
Expedia
5th Floor, Corner Penthouse w/ Amazing Beachfront Views! 2 King Beds, Ideal for Large Families.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing beachfront views from this corner unit Penthouse Condo. Top floor penthouse condo features a wrap-around west f ...
From $297 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Beach View - Balcony - 3b 2b - Beach Place #305
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #305 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $313 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Sea Breeze 602 is a Silver Tier 2 - bedroom 2 bath Gulf Front Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Value Rated and Priced- Vacation Rental 602 is SILVER Tier WITH BRAND NEW RENOVATIONS. 602 is a spacious, two bedroom ...
From $261 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Sea Breeze 207 is a Gold Tier 2 - bedroom 2 bath Gulf Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently Updated-Home away from home- Vacation Rental 207 is Gold Tier. 207 is directly beachfront and located on the se ...
From $279 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Free Daily Dolphin Show from your Private Balcony! Great Location. Great Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fantastic location, fantastic condo, and directly on the beach! This beachfront complex is located directly across th ...
From $230 per night (USD)Expedia
- From $521 per night (USD)
VRBO
Spectacular Four Bedroom Townhouse on the Beach. Incredible Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Walk into this beachfront paradise home and sail into another world. The Captains Townhouse is a rare find on a pristin ...
From $521 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Exceptional View. Excellent Location. Heated Pool and Hot Tub. Close to Shopping and Restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy perfect sunset views from this large recently renovated Gulf front condo. Ocean Sands is located on the soft suga ...
From $249 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Beachfront - Ocean Views - Beach Place #108
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #108 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $397 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Quiet Cottage < 1/2 Mi to Gulf Coast & Boardwalk!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom, 1-bath cottage provides a cozy Treasure Island getaway for 4 guests. A fully furnished interior, outdoor ...
From $256 per night (USD)Expedia
- From $178 per night (USD)
VRBO
Great Location on Sunset Beach. Private, Peaceful Accommodations. Full Interior Renovation.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Gulf Spray is located on the Southern end of Sunset Beach away from all the crowds and noise. The building sits across ...
From $178 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Fantastic Beachfront Resort. Extra Roomy and Comfortable.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Fantastic Location in the Heart of Madeira Beach. Walking distance to shopping, restaurants, and watersports. The Las ...
From $258 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Awesome Beach Place 3 Bedroom/2 Bath RIGHT ON THE BEACH-right next to Johns Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our 3BR at Beach Place Resorts (at John's Pass) is available along with our 2BR in the same complex! A FANTASTIC unit ...
From $377 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Prime location, comfort, and sunset views – your perfect getaway awaits!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fantastic Value in this Updated Beachfront Resort Sea Breeze Condominiums is located centrally on beautiful Madeira Bea ...
From $295 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Spacious Corner Unit Overlooking the Pool, Parking. Free Fun & Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our condo at the beautiful and modern Las Brisas resort delivers the perfect blend of home and vacation that you've been ...
From $285 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Relaxation. Sunsets. Space. Perfect Vacation. Beachfront Balcony & Free Fun Activities!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This large, beachfront, updated condo is setup perfectly for your Florida vacation. The master bedroom is furnished wit ...
From $421 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Corner Unit Penthouse in Beachfront Ocean Sands Resort. Incredible View. Pool & Hot Tub. Near Shops.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Best on the Beach! The Ocean Sands complex is located conveniently at the North end of Madeira Beach, with easy a ...
From $276 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Incredible View from Huge, Private Balcony! 2 King Bedrooms, Free Wifi, Upscale Building w/ Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Incredible View from your Huge Private Balcony --Over 200 sq. ft. of balcony with plenty of room for lounging in the su ...
From $315 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Comfortable Top Floor Unit Overlooking the Gulf. Incredible View. Great Resort.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spend your vacation at this three bedroom top floor condo on the Beach! Furnishing updates 2023. The Villa Madeira Reso ...
From $336 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Great Value in a Beachfront Condo. Walk Over to Johns Pass and Step Out the Door to the Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from J ...
From $264 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Great Value & Location. Pool & Tickets to Attractions.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious top floor unit in Madeira Beach has been completely refurnished, and is fresh and ready for your Florida b ...
From $215 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Sea Oats 403 is a 3- bedroom 2 bath Gulf Front Condo at a Great Price!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Value Rated and Value Priced- Home away from home- Vacation Rental Sea Oats 403 is a Bronze Tier condo located in Reding ...
From $253 per night (USD)Expedia