Pinellas Area Rentals
From $298 per night (USD)VRBO
Villa Madeira 505 | Beach FRONT|Walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $298 per night (USD)VRBO
From $158 per night (USD)Expedia
Land's End 304 building 1, Premier beautifully updated, Waterfront with view!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $158 per night (USD)Expedia
From $337 per night (USD)VRBO
Villa Madeira 408 Beautifully updated, Walk to John's Pass, Beach front!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $337 per night (USD)VRBO
From $253 per night (USD)Expedia
Land's End 303 building 6 Gorgeous 3rd floor remodeled beach front condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $253 per night (USD)Expedia
From $298 per night (USD)VRBO
Trillium 4B Gulf Front Condo with Private Balcony|Amazing Beach Views|Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $298 per night (USD)VRBO
From $248 per night (USD)Expedia
☀Top Floor🏖️Beachfront🌴 Emerald Isle 601🐬Heated Pool🌊Directly on the Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $248 per night (USD)Expedia
From $319 per night (USD)VRBO
Land's End 402 building 7 Top Floor Beach front with Awesome Views!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $319 per night (USD)VRBO
From $236 per night (USD)Expedia
Land's End 204 bldg 7~ Beachfront, Cute!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $236 per night (USD)Expedia
From $266 per night (USD)VRBO
Land's End 404 bldg 9~ Next to Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $266 per night (USD)VRBO
From $178 per night (USD)Expedia
Sunset Chateau 506 ~Beach Front
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $178 per night (USD)Expedia
From $351 per night (USD)VRBO
Trillium 1A South Corner|Amazing Remodel|Stunning View from balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $351 per night (USD)VRBO
From $427 per night (USD)Expedia
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 $427 per night (USD)Expedia
From $332 per night (USD)VRBO
Arie Dam 202 - Beach Front|Amazing sunsets|Private balcony|Near John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $332 per night (USD)VRBO
From $278 per night (USD)Expedia
Emerald Isle 103 Beach Front Condo, Coastal décor, Pool, stunning views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $278 per night (USD)Expedia
From $286 per night (USD)VRBO
Land's End 306 building 8 Beach front corner condo, completely updated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $286 per night (USD)VRBO
From $188 per night (USD)Expedia
Land's End 303 building 8, Beautiful Gulf Front Condo With Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $188 per night (USD)Expedia
From $190 per night (USD)VRBO
Land's End 202 building 9 Beachfront Condo w| balcony, close to pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $190 per night (USD)VRBO
From $259 per night (USD)Expedia
Amadeus 5 Great water views|Central location|Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $259 per night (USD)Expedia
From $277 per night (USD)VRBO
Villa Madeira 307 Paradise! Many updates in this awesome Beach Front condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $277 per night (USD)VRBO
From $258 per night (USD)Expedia
Land's End 302 building 10 Complete remodel|Beach front|close to pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $258 per night (USD)Expedia
From $204 per night (USD)VRBO
Land's End 204 building 8 Complete Remodel, Beach Front, Amazing Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $204 per night (USD)VRBO
From $234 per night (USD)Expedia
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)Expedia
From $263 per night (USD)VRBO
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 $263 per night (USD)VRBO
From $165 per night (USD)Expedia
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 $165 per night (USD)Expedia
From $382 per night (USD)VRBO
3b 3b Beach View Balcony 1500 sq ft Crimson #103
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Crimson on the Gulf #103 - It doesn't get much better than this when visiting southern Madeira Beach! Enjoy first class ...
From $382 per night (USD)VRBO
From $418 per night (USD)Expedia
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 $418 per night (USD)Expedia
From $236 per night (USD)VRBO
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 $236 per night (USD)VRBO
From $362 per night (USD)Expedia
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 $362 per night (USD)Expedia
From $238 per night (USD)VRBO
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 $238 per night (USD)VRBO
From $404 per night (USD)Expedia
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 $404 per night (USD)Expedia
From $270 per night (USD)VRBO
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 $270 per night (USD)VRBO
From $301 per night (USD)Expedia
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 $301 per night (USD)Expedia
From $426 per night (USD)VRBO
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 $426 per night (USD)VRBO
From $386 per night (USD)Expedia
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 $386 per night (USD)Expedia
From $278 per night (USD)VRBO
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 $278 per night (USD)VRBO
From $923 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 $923 per night (USD)VRBO
From $371 per night (USD)VRBO
'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 $371 per night (USD)VRBO
From $285 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 $285 per night (USD)VRBO
From $312 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 $312 per night (USD)VRBO
From $290 per night (USD)Expedia
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 $290 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $414 per night (USD)Expedia
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 $414 per night (USD)Expedia
From $262 per night (USD)VRBO
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 $262 per night (USD)VRBO
From $190 per night (USD)Expedia
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 $190 per night (USD)Expedia
From $480 per night (USD)VRBO
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 $480 per night (USD)VRBO
From $252 per night (USD)Expedia
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 $252 per night (USD)Expedia
From $238 per night (USD)VRBO
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 $238 per night (USD)VRBO
From $328 per night (USD)Expedia
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 $328 per night (USD)Expedia
From $160 per night (USD)VRBO
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 $160 per night (USD)VRBO
From $384 per night (USD)Expedia
Luxury Unit - Top Floor Balcony - Crimson #302
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Crimson on the Gulf #302 - Memories are made here! | This beautiful condo boasts the best Gulf view in the complex! It's ...
From $384 per night (USD)Expedia
From $274 per night (USD)VRBO
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 $274 per night (USD)VRBO
From $292 per night (USD)Expedia
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 $292 per night (USD)Expedia
From $281 per night (USD)VRBO
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 $281 per night (USD)VRBO
From $329 per night (USD)Expedia
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 $329 per night (USD)Expedia
From $264 per night (USD)VRBO
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 $264 per night (USD)VRBO
From $492 per night (USD)Expedia
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 $492 per night (USD)Expedia
From $265 per night (USD)VRBO
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 $265 per night (USD)VRBO
From $385 per night (USD)Expedia
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 $385 per night (USD)Expedia
From $181 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 $181 per night (USD)VRBO
From $312 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 $312 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 $324 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 $324 per night (USD)Expedia
From $309 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 $309 per night (USD)VRBO
From $413 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 $413 per night (USD)Expedia
From $294 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 $294 per night (USD)VRBO
From $261 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 $261 per night (USD)Expedia
From $338 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 $338 per night (USD)VRBO
From $292 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 $292 per night (USD)Expedia
From $226 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 $226 per night (USD)VRBO
From $332 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 $332 per night (USD)Expedia
From $415 per night (USD)VRBO
Beachfront Condo Located In the Heart of Madeira Beach. All Updated. Stunning Views!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Large Private Beachfront Balcony overlooking pristine Madeira Beach and Gulf of Mexico. Enjoy the daily Dolphin show, me ...
From $415 per night (USD)VRBO
From $264 per night (USD)Expedia
Tyn & Marty's Old-Fashioned Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Clean, classic, uncluttered and one of the best locations in Gulfport! Retro original kitchen that has been tastefully u ...
From $264 per night (USD)Expedia
From $312 per night (USD)VRBO
Front Row Seat to World Class Sunsets. Beachfront and Across from Johns Pass Village.
- 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 J ...
From $312 per night (USD)VRBO
From $283 per night (USD)Expedia
501S Sunset Vistas. Fantastic Beachfront Resort. Corner Unit with Double Balconies.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Corner Unit with Double Balconies. Beachfront Resort. Stay in one of the few units in Sunset Vistas with two balconies. ...
From $283 per night (USD)Expedia
From $273 per night (USD)VRBO
Direct Gulf View Upgraded Condo. Amazing Views! Pool, Amenities and Reserved Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax and unwind in the peaceful and meticulously maintained grounds of the Lands End Resort in Treasure Island. With a ...
From $273 per night (USD)VRBO
From $301 per night (USD)Expedia
Great Location and Value! Private Balcony & Gulf View. Pools, Cafe, Bar, Fitness Center & Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luxury with All The Amenities. Beachfront Suite with Private Balcony. Sunset Vistas is located just south of John's Pas ...
From $301 per night (USD)Expedia
From $293 per night (USD)VRBO
Overlooking the Pool and Beach - Fantastic Value ~ Pool ~ Amenities Great Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay at one of the best updated locations along the beach. This beachfront condo has been beautifully upgraded througho ...
From $293 per night (USD)VRBO
From $284 per night (USD)Expedia
Beachfront Corner Unit ~ Pool ~ Private Balcony ~ Fully Equipped Kitchen ~ Heart of Treasure Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Treasure Island, and on the edge of the widest and most picturesque stretch of beach in the area ...
From $284 per night (USD)Expedia
From $284 per night (USD)VRBO
Gulf Views from Balcony. Heated Pool. Beautiful Property Directly Across from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Modern and Elegant Resort. This small (36 units), peaceful, and private building boasts some of the most outstanding vie ...
From $284 per night (USD)VRBO
From $272 per night (USD)Expedia
Treasure Island Premier Resort. Beautiful Pools. On Site Cafe. Gulf View. Great Value!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gulf View Condo. Great Value! Experience the Ultimate Florida Gulf Vacation! Highlights: -- 2-bedroom condo in the Sunse ...
From $272 per night (USD)Expedia
From $306 per night (USD)VRBO
Amazing View from this Two Bedroom Beachfront Suite. Two Balconies! Great Value!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay at one of the only two bedroom suites at the Island Inn Resort. This large beachfront condo joins two separate sta ...
From $306 per night (USD)VRBO
From $225 per night (USD)Expedia
Hidden Oasis Guest Apt+Kg Bd 2bikes/close DT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Escape to the heart of St. Petersburg, where this stunning 2nd story 1.5 bedroom 1 bath guest rental awaits you. With it ...
From $225 per night (USD)Expedia
From $351 per night (USD)VRBO
Gorgeous Sunset Views from Sand Castle 3 Condo. 3/2, heated pool, beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our condo was fully renovated in 2015 with a refresh in 2025: Tile floors throughout living area and primary bedroom, ne ...
From $351 per night (USD)VRBO
From $551 per night (USD)Expedia
Cozy and friendly. All is Well - no damage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This quaint two-bedroom 'home away from home' is on a residential street, just 75 steps off the serene, white sands of N ...
From $551 per night (USD)Expedia
From $412 per night (USD)VRBO
Dog-Friendly Home with High-Speed WiFi and Central AC - Snowbird-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sol Mate Beach Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $412 per night (USD)VRBO
From $480 per night (USD)Expedia
Downtown! Steps to Beach Drive restaurants, shops, and gorgeous waterfront!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This incredible private apartment has its own dedicated parking space right outside the front door. Walk right in and u ...
From $480 per night (USD)Expedia
From $229 per night (USD)VRBO
3Gulls Inn Ozona1-Boutique Hotel-Swimspa-King Studio-Spa-Like Bath-Pets Free
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This pet friendly, boutique hotel sits in downtown Ozona, steps from Molly Goodhead, Ozona Pig, and The Ozona Brewing Co ...
From $229 per night (USD)VRBO
From $161 per night (USD)Expedia
Cristina's cute condo in sunny Clearwater, ground floor heated pool all year
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The condo located on the ground floor, includes Free high-speed Wi-Fi, 2 flat screen TV ,full size washer and dry ...
From $161 per night (USD)Expedia
From $495 per night (USD)VRBO
Directly on the Beach - Luxury Condominium - White Sandy Beaches - 3300 Sq Feet
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy luxurious serenity dream living at an eight-unit condominium complex located in Indian Shores, Florida directly on ...
From $495 per night (USD)VRBO
From $239 per night (USD)Expedia
Gulf Winds 2BR Condo — Upgraded Second-Floor Comfort with Wood Floors
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a stylish and comfortable beach retreat in this upgraded two-bedroom condo at Gulf Winds Resort. Located on the se ...
From $239 per night (USD)Expedia
From $414 per night (USD)VRBO
NEW LISTING - Beachfront Seaside Oasis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
From the time you first step into the entryway and up the stairs feel the sweet peaceful sensation wash over you as you ...
From $414 per night (USD)VRBO
From $507 per night (USD)Expedia
3BR/2BA Pet & Kid-Friendly Oasis w Heated Pool, Swingset, Game Rm, Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover your tropical retreat at Paradise Palms in Seminole! This newly renovated, pet-friendly home features a game ro ...
From $507 per night (USD)Expedia
From $437 per night (USD)VRBO
Reef Club in Indian Rocks TOP FLOOR DIRECT Ocean Pool & Hot Tub 10% OFF Weekly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Direct top floor ocean view from LARGE balcony, living room AND master bedroom (compare with others). Now to year en ...
From $437 per night (USD)VRBO
From $421 per night (USD)Expedia
Sunset Paradise Condominium 11
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury awaits in this stunning 3 bedroom ocean front condo! Offering incredible views and all the comforts of home, this ...
From $421 per night (USD)Expedia
From $338 per night (USD)VRBO
Pointe Condominium 502
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy your own slice of heaven with this spacious beachfront condo with large balcony offering stunning views of the Gul ...
From $338 per night (USD)VRBO
From $1668 per night (USD)Expedia
Exclusive Aqua Escape | Beachfront | Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Beachfront Gulf of Mexico Home on an Island with Heated Pool Exclusive Aqua Escape is a direct beachfront home on the S ...
From $1668 per night (USD)Expedia
From $531 per night (USD)VRBO
Coconut Beach House | Private Pool | Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Coconut Beach House offered by Beach Time Rentals A perfect rental home for you and your family with all of the ameniti ...
From $531 per night (USD)VRBO
From $1393 per night (USD)Expedia
Treasure Island Villa | Beachfront | Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Treasure Island Beach Villa offered by Beach Time Rentals Our Treasure Island Beach Villa is one of our best selections ...
From $1393 per night (USD)Expedia
From $479 per night (USD)VRBO
Sunset Paradise Condominium 09-Beautiful 3 BR Condo directly on the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful three bedroom, two bath, gulf-front condo sleeps seven comfortably. The open floor plan of Kitchen, dining roo ...
From $479 per night (USD)VRBO
From $317 per night (USD)Expedia
Beach Cottage 2102-Beach front condo steps right out to the pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom / 1 Bath 1 King and Queen Sofa Sleeper *Free Wi-Fi & Long Distance to US & Canada* Washer and Dryer in un ...
From $317 per night (USD)Expedia