
Pinellas Area Rentals

- From $214 per night (USD)
VRBO
Bayside Family Condo. Heated Pool. Private Dock. Just a Quick Walk to the Beach & Restaurants.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A stay at the Madeira Beach Yacht Club provides the best of everything. With two resort style heated pools, private wat ...
From $214 per night (USD)VRBO
- From $602 per night (USD)
Expedia
Beach Cottage • Pool/Spa • Golf Cart • Pets OK
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Newly renovated 2-bed, 1-bath beach cottage just 2 blocks from Indian Rocks Beach. Enjoy a heated saltwater poo ...
From $602 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Casa A 'Tropical State of Mind'
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The perfect Florida vacation will be had by all in this beautifully updated, 1 bedroom/1.5 bath Casa del Mar condo on Is ...
From $279 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Beachfront 2/2 Condo on Treasure Island, 305W Oceana
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom 2 bath end unit sits directly on Treasure Island Beach with a heated inground Community Pool! Condo comfo ...
From $442 per night (USD)Expedia
- From $194 per night (USD)
VRBO
3Gulls Inn Ozona2-Boutique Hotel-SwimSpa-King Suite-Pets Stay Free-Dtntwn Ozona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This boutique hotel sits in downtown Ozona, just steps away from Molly Goodhead, Ozona Pig, and the Ozona Brewing Compan ...
From $194 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Sand Dollar 507 is a Silver 3 bed 2 bath Guf Front Condo on the Top Floor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Please note: Due to Storm damage from Hurricane Helene, The pier will not be accessible until further notice. Home Aw ...
From $383 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Restful Get -A - Away. 10 min from the beach!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated! Queen bed with 43 inch TV in bedroom. The Living room offers a 55 inch smart TV with a very comfortable ...
From $197 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Stay On The Beach and Directly Across From Johns Pass Village. Beautifully Furnished!
- 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 $372 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Sand Dollar 109 is a spectacular GOLD rated two-bedroom, two-bath condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note: Due to Storm damage from Hurricane Helene, The pier will not be accessible until further notice. Home Aw ...
From $319 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Outstanding Corner Unit in the Sea Breeze Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Updated corner unit with two balconies has everything you need for a fantastic vacation. The entire interior, from bed ...
From $314 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Sky High Views-14th Floor Sand Key Beachfront! Spacious 1 BR!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome home to your very own paradise with Sky Scraping,14th floor, unobstructed views! This 1 bedroom, 2 bathroom be ...
From $327 per night (USD)VRBO
- Click For Pricing
Expedia
Amazing beach condo with coastal vibes - beachside/poolside - 2 BR/Ground floor!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to paradise! Friendly Native 201 is an extraordinary beachside condo located on award winning St Pete Beach. Lo ...
Click For PricingExpedia
- From $224 per night (USD)
VRBO
Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Wine Cellar in Gulfport Beach is a two-bedroom one-bathroom luxury home designed to immerse the guest in a Tuscany-s ...
From $224 per night (USD)VRBO
- From $439 per night (USD)
Expedia
4br 2b Tropical Paradise HEATED POOL & Hot Tub 5min to the BEACH🏝
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This Tropical Paradise awaits you in this beautiful 4br, 2bath, 2 living room just house with saltwater HEATED pool and ...
From $439 per night (USD)Expedia
- From $164 per night (USD)
VRBO
Airy Ozona West on the Gulf!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to beautiful Ozona, Florida. Gulf of Mexico just steps away! Walk/ bike to local Seafood & Bars in Ozona or on t ...
From $164 per night (USD)VRBO
- From $538 per night (USD)
Expedia
Lovely 3-bedroom condo with pool - Penthouse suite
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous views from the private balcony, open floor plan, and master bedroom, Tasteful coastal furnishings throughout, M ...
From $538 per night (USD)Expedia
- From $438 per night (USD)
VRBO
2/2 Bright and Luxurious, Balcony Walk Out to the POOL & BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly remodeled beachfront condo has everything you need to make the most of your stay. Simply walk out your balcon ...
From $438 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Beachfront Views from Private Balcony. Great Location. Heated Pool and Hot Tub.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in heart of Treasure Island, the Surf Beach Resort offers the best of everything the area has to offer. Beautif ...
From $260 per night (USD)Expedia
- Click For Pricing
VRBO
Steps to Beach & Tranquility, #3 Walk to Spectacular Sunsets and Dining
- 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 ...
Click For PricingVRBO
- From $417 per night (USD)
Expedia
Discounted Beautiful 1500 Sq Ft Beach Condo.You can't get any closer to the Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Here is your vacation place in the sun - Silver Sands, the jewel of St. Pete Beach. Located directly on the white sandy ...
From $417 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Going Coastal Condo with Stunning Gulf View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Going Coastal is an escape to the extraordinary! Take in the stunning views from your private balcony overlooking the Gu ...
From $410 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Captain's Quarters - Capt. Morgan Unit - FREE BOAT with Rental!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
If you’re looking for a relaxing tropical getaway with less traffic, fewer people and an all-around slower pace of life, ...
From $171 per night (USD)Expedia
- From $348 per night (USD)
VRBO
AMAZING COMPLETELY RENOVATED GULF VIEW 3BR2BA CONDO
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beach Front Paradise Welcome to the beautiful beaches of Indian Shores, Florida. Filled with restaurants, life bands, ch ...
From $348 per night (USD)VRBO
- From $320 per night (USD)
VRBO
6 Mi to Beaches: Seminole Retreat w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience all that the Gulf Coast has to offer with a stay at this 3-bed, 2-bath vacation rental situated under 6 miles ...
From $320 per night (USD)VRBO
- From $259 per night (USD)
VRBO
Wyndham Clearwater Lux Oceanfront Condo with onsite Spa & amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wyndham Clearwater Beach Resort ~ Family Friendly ~ Resort Amenities! The Club Wyndham Clearwater Beach resort gives you ...
From $259 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Waterfront Condo 2BD/2BA at John’s Pass! Walk to Beach/Shopping/Restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Steps away from JOHNS PASS, literally! This quaint turn-of-the-century fishing village in a huge attraction for locals a ...
From $396 per night (USD)VRBO
- From $329 per night (USD)
VRBO
AVALON RESORT, 2/2 GROUND FLOOR, BEACH THEMED CONDO, HEATED POOL, CLOSE TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
* COMMERCIAL GRADE FURNITURE * * HIGH END SERTA LUXURY MATTRESSES* * STAINLESS-STEEL APPLIANCES *. Ground Floor, 2/2 co ...
From $329 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Casa del Tren - Rare Availability + Serious Fun!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casa del Tren, a unique vacation experience that combines fun with comfort, has everything you'll need to relax and expe ...
From $273 per night (USD)Expedia
- Click For Pricing
VRBO
Wyndham Clearwater Oceanfront Condo, onsite Spa, across from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Club Wyndham Clearwater Beach resort gives you the best of both worlds for your family getaway, romantic weekend or ...
Click For PricingVRBO
- From $307 per night (USD)
Expedia
Modern Beach Getaway –Newly Remodeled, Hammock, Patio & Stroll to White Beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sandy Feet Cottage—a beautifully renovated two-bedroom, one-bathroom beach cottage located just across the st ...
From $307 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Booking Special! 2/2 with private balcony~ 4 waterpark passes! #2215
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to your perfect getaway at our charming vacation rental located in the heart of beautiful Indian Rocks Beach! Ju ...
From $322 per night (USD)VRBO
- From $498 per night (USD)
Expedia
Tropic Terrace #35 - Beachfront Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Tropic Terrace Suite #35 — Pool-Facing Studio Steps from the Beach 🌴 Pool-Facing | 2nd Floor Suite | No Elevator Suit ...
From $498 per night (USD)Expedia
- From $566 per night (USD)
VRBO
Tropic Terrace Suite #40 - Beachfront Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Tropic Terrace Suite #40 — Pool-View Studio on Treasure Island Pool-Facing | 2nd Floor Suite | No Elevator Suite #40 i ...
From $566 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Family-Friendly 3BR Beachfront Retreat | Indian Rocks | Sea Side #202
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Beachfront Serenity | Sea Side #202 | Indian Rocks Beach 3BR Condo Welcome to Sea Side #202, your spacious Gulf-front ...
From $495 per night (USD)Expedia
- Click For Pricing
VRBO
Super Bowl 55 Tampa Bay Waterfront 4-Room Rentals
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spectacular waterfront home with an expansive view of Tampa Bay. Dock and water access to Tampa Bay in this comfortable ...
Click For PricingVRBO
- Click For Pricing
Expedia
The Paris Loft in the heart of downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Featured in the Hallmark movie "Love in the Sun", the Paris Loft apartment is on the second floor (European first floor ...
Click For PricingExpedia
- From $467 per night (USD)
VRBO
Beautiful Pool & Beach Views from Every Window! 303
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Condo Features: Beachfront Views Easy Beach Access 3 Bedrooms 3 Bathrooms, All Ensuite! Open Concept Kitchen TV's w. Cab ...
From $467 per night (USD)VRBO
- From $366 per night (USD)
VRBO
Tampa Bay Area Cottage w/ Gas Grill and Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Access beachside days filled with ocean air, boat tours, and entertainment in Safety Harbour from this 2-bedroom, 1-bath ...
From $366 per night (USD)VRBO
- From $411 per night (USD)
VRBO
FREE PERKS INCLUDED!! Sand Castle I 406 - GULF FRONT Condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $411 per night (USD)VRBO
- From $310 per night (USD)
Expedia
LAST MINUTE DISCOUNT Oct 4-14. BEACH LOUNGES AND UMBRELLA SERVICE INCLUDED!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We have been blessed to have a great occupancy rate, and after a rough year in 2020, we decided to provide a beach loung ...
From $310 per night (USD)Expedia
- From $277 per night (USD)
VRBO
There's No Better Place On The Gulf!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores 204 is a Newly Renovated one bedroom/one bathroom gulf front condo located in Sandy Shores on the beautiful ...
From $277 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Tropic Terrace #32 - Beachfront Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Tropic Terrace Suite #32 — Tranquil Pool-Facing Studio on Treasure Island 🌞 Pool-Facing | 2nd Floor Suite | No Elevato ...
From $319 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Bluegreen at Tradewinds - Standard Studio Boulevard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $346 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Waterfront Retreat~Central Location~Walk to the Beach~Beach Gear Provided
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Dockside Escape-305, your Clearwater Beach home away from home! This is a 2bd/2ba 1100 sq ft non-smoking cond ...
From $322 per night (USD)Expedia
- From $186 per night (USD)
VRBO
BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55\"TV Heated Pool WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Kima Condominium 302 is located at 14300 Gulf Blvd. at Madeira Beach, Florida, just 40 minutes from Tampa International ...
From $186 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Bluegreen at TradeWinds - Gulf Front Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $420 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Beach Place 110 3 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place 110 is a Beach Front Condo with a beautiful view of the Gulf of Mexico located in Madeira Beach, Florida. Th ...
From $326 per night (USD)VRBO
- From $389 per night (USD)
Expedia
The Perfect getaway Home! Luxurious outdoor grill! In the Heart of Ozona!!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Come and enjoy this home away from home! It’s located in the heart of Ozona! You can ride your bikes on Pinellas Trail, ...
From $389 per night (USD)Expedia
- From $165 per night (USD)
VRBO
PORTRUSH 3075 AT THE INNISBROOK RESORT RENOVATED CONDO WITH LAKE VIEW
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We at Florida Sun Vacation Rentals are excited to offer you PORTRUSH 3075 AT THE INNISBROOK RESORT. Beautiful Pr ...
From $165 per night (USD)VRBO
- From $656 per night (USD)
Expedia
\"Beachfront Bliss! 10% Off Week-Long or 15% Off Monthly Stays at Indian Rocks\"
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Two bedroom beachfront cottage. Wakeup to the crashing waves and enjoy beautiful sunsets in the evening. Steps away from ...
From $656 per night (USD)Expedia
- Click For Pricing
VRBO
Bluegreen at TradeWinds - 1 Bedroom - Gulfront
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
Click For PricingVRBO
- From $407 per night (USD)
Expedia
Cheerful Clearwater beach home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Bring the whole family to this great place with high ceilings, open kitchen, grill and much more will help make for an ...
From $407 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Beautiful Detached Remodeled Cottage Studio/ Downtown Palm Harbor.NON FLOOD Zone
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Recently Remodeled Detached Cottage/ studio. Fully enclosed private backyard.Peaceful private secluded cottage with many ...
From $151 per night (USD)VRBO
- From $170 per night (USD)
Expedia
NEW! The Seafoam Bungalow - close to beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Seafoam Bungalow! You will enjoy easy access to everything from this centrally-located home: - Beaches s ...
From $170 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Retreat by the beach, Gulf views, Roof Top Sun Deck
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: Spacious home that is within a less than 5 minute walk to the beach. This house is conveniently located on a ni ...
From $330 per night (USD)VRBO
- Click For Pricing
Expedia
NEW! Sparkling gorgeous home W/ Entertainment room
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We’re so excited for you to enter our NEWLY RENOVATED home in the HEART of St. Petersburg, FL! ☀️ 20 minutes to Tampa In ...
Click For PricingExpedia
- From $407 per night (USD)
VRBO
Bahia Vista 'Sandy Toes, Sailboats, Spectacular Sunsets'
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the island of Isla del Sol, where paradise awaits you in this welcoming 2 bedroom/2 bath Bahia Vista condo. Ap ...
From $407 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Belle Harbor 74W Relax in Luxury at our Spacious Clearwater Beach Townhome - Steps from the Sand!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our luxurious townhome, nestled in the beautiful Belle Harbor building at Clearwater Beach, Florida. The perf ...
From $287 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Beachfront Madeira Norte | Gulf front | Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beachfront Madeira Norte offered by Beach Time Rentals The unit offers an open floor plan with 1100 sq ft, making it fe ...
From $348 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Get 20% off Rent for 30 Nights or More |SunKissed in St Pete - 3BR Home w/Heated Pool Near the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Looking for a great deal? Discounts are automatically applied based on your length of stay of 28 nights, or more! No nee ...
From $256 per night (USD)Expedia
- From $474 per night (USD)
VRBO
2 Kings! Pool & Beach View! Updated, Steps to Sand - 502
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Condo Features: Beachfront Views Easy Beach Access 3 Bedrooms 3 Bathrooms, All Ensuite! Open Concept Kitchen TV's w. Cab ...
From $474 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Sunny Escape - A Monthly Beach Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our beautifully furnished Sunny Escape Beach House is equipped and ready for the most discriminating vacationer! All th ...
From $218 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Paradise found at Boca Ciega Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to 8800 Bay Pines Blvd, Unit 211. Boca Ciega Resort is a four story building, built in 2005-2006 on the bay by L ...
From $163 per night (USD)VRBO
- From $444 per night (USD)
Expedia
GULF FRONT CORNER UNIT Condo! Chateaux 401
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Direct Gulf front SW corner condo with private wrap-around balcony is ready to make your vacation dreams come true. This ...
From $444 per night (USD)Expedia
- From $277 per night (USD)
VRBO
FREE PERKS INCLUDED!! Quiet Waters C2 - INTERCOASTAL VIEW Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $277 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Beach Lodge:2 Story Sleeps up to 12* Beach front pavilion* heated pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
The Beach Lodge two-story cottage is just steps from the sand, sleeps up to twelve guests, and has 3 bedrooms and 3 bath ...
From $331 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Nestled next to famous Clearwater Beach , upscale, Belleair Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled next to famous Clearwater Beach, upscale, Belleair Beach is one of the Gulf Coast's best kept secrets if you are ...
From $163 per night (USD)VRBO
- From $604 per night (USD)
Expedia
Sea Breeze Beach House | Private Pool | Steps to the sand
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Sea Breeze Beach House offered by Beach Time Rentals The property offers a King bed in the primary bedroom, 2 Queen be ...
From $604 per night (USD)Expedia
- From $280 per night (USD)
VRBO
The Angler*Quaint 2bdr 1BA Cottage, 30 Steps to Sand*Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Angler is a quaint coastal freestanding beach cottage with two bedrooms and one bath. The beautiful resort property ...
From $280 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your own private beachfront two-bedroom cottage with stunning Gulf of Mexico views. Step out of your cottage and onto th ...
From $355 per night (USD)Expedia
- From $262 per night (USD)
VRBO
The Reef Quaint Beach Cottage steps to the sand! 2bdrm 1bath with pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This original cottage still has some of its 50's charm with wooden ceilings and built-in dressers. The property is beaut ...
From $262 per night (USD)VRBO
- From $262 per night (USD)
Expedia
FREE PERKS INCLUDED!! Holiday Villas II 315 - INTERCOASTAL Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $262 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Westwinds, paradise and heaven all rolled into one
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
3/17/2025: Treasure Island is recovering from the devastation caused by hurricanes Helene and Milton last year, but we ...
From $192 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Free Perks Included! Direct Gulf front 3 bedroom, 2 bath Beach front condo w/ sp
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Direct Gulf front 3 bedroom, 2 bath gulf front condo with spiral stairs from the balcony to the pool area is the perfect ...
From $361 per night (USD)Expedia
- From $326 per night (USD)
VRBO
FREE PERKS INCLUDED!! Holiday Villas II 415 - Standard GULF FRONT Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $326 per night (USD)VRBO
- From $206 per night (USD)
Expedia
2 Bedroom Beachfront Condo on Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 2 Bedroom 2 Bath Condo on one of the World's Most Beautiful Beaches @ Continental Towers Close to downtown and ...
From $206 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Island Retreat - BEACHFRONT Condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step right out onto the beach from this ground-level one bedroom one bath condo. Enjoy your morning coffee or watch the ...
From $364 per night (USD)VRBO
- From $258 per night (USD)
Expedia
FREE PERKS INCLUDED!! Water View 207 - INTERCOASTAL VIEW Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $258 per night (USD)Expedia
- From $293 per night (USD)
VRBO
FREE PERKS INCLUDED!! Holiday Villas II 108 - PREMIUM INTERCOASTAL Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $293 per night (USD)VRBO
- From $414 per night (USD)
Expedia
FREE PERKS INCLUDED!! Sand Castle I 408 - GULF FRONT Condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $414 per night (USD)Expedia
- Click For Pricing
VRBO
FREE PERKS INCLUDED!! Reflections 702 - GULF FRONT Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
Click For PricingVRBO
- From $386 per night (USD)
Expedia
Gulf Front BEACH getaway - Reef Club 308
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf front 3 bedroom condo. The master bedroom has a king bed, TV, and a sliding glass door to the balcony to watch the ...
From $386 per night (USD)Expedia
- From $359 per night (USD)
VRBO
Gulf Front Corner Condo with wrap balcony - Holiday Villas II 310
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gulf-front SW corner 2 bedroom, 2 bathroom condo with a wrap-around balcony for added outdoor space. New sliding glass d ...
From $359 per night (USD)VRBO
- From $342 per night (USD)
Expedia
FREE PERKS INCLUDED!! Water View 106 - INTERCOASTAL VIEW Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $342 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Direct GULF FRONT Condo! Chateaux 105
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Direct Gulf Front condo with one bedroom and one bathroom. The bedroom has two Queen size beds and a TV with cable. The ...
From $405 per night (USD)VRBO
- From $362 per night (USD)
Expedia
FREE PERKS INCLUDED!! Sand Castle I 404 - GULF FRONT Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Direct Gulf front 2 bedroom plus den with futon and 2 bathroom coastal comfy condo. 2 Week Minimum rental. The living ro ...
From $362 per night (USD)Expedia
- From $165 per night (USD)
VRBO
DOLPHIN KEY 206 3 BED 2 BATH WATERFRONT CONDO AND ACROSS FROM THE BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We at Florida Sun Vacation Rentals are excited to offer you Dolphin Key 206. WATER VIEW CONDOMINIUM! This new co ...
From $165 per night (USD)VRBO
- From $387 per night (USD)
Expedia
FREE PERKS INCLUDED!! Sand Castle II 306 - GULF FRONT CORNER PET FRIENDLY Condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
WOW! Direct Gulf front corner 3 bedroom, 2 bathroom condo with 270-degree views from the Gulf of Mexico to the Intracoa ...
From $387 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Chateaux 402 - GULF FRONT Condo - Vacation Dreams
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Direct Gulf front condo with private balcony is ready to make your vacation dreams come true. The new luxury vinyl plank ...
From $444 per night (USD)VRBO
- From $426 per night (USD)
Expedia
FREE PERKS INCLUDED! West Coast Vista 2C - GULF FRONT CONDO!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for ...
From $426 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Perfect GULF Getaway - Reef Club 303
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ready for the perfect getaway? Look no further! This is a beautiful condo ready for a family of up to 6 people in this 3 ...
From $345 per night (USD)VRBO
- From $292 per night (USD)
Expedia
FREE PERKS INCLUDED!! Quiet Waters C1 - INTERCOASTAL VIEW Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $292 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Chateaux 504 - GULF FRONT Condo - A View from the TOP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Elevator to the top floor, unit 504, unobstructed Gulf and Beach views, and more! This beautifully updated condo has a f ...
From $378 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Luxury and Beautiful Sunsets From your Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
YOUR HOME AWAY FROM HOME!!! Step into this beautiful beach condo and leave all your worries behind. This unit has just ...
From $346 per night (USD)Expedia
- From $488 per night (USD)
VRBO
FREE PERKS INCLUDED!! Sand Castle I 202 - GULF FRONT Condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $488 per night (USD)VRBO
- From $433 per night (USD)
Expedia
FREE PERKS INCLUDED!! Sand Castle I 608 - GULF FRONT Condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $433 per night (USD)Expedia
- From $290 per night (USD)
VRBO
FREE PERKS INCLUDED!! Mariners Pointe 404 - INTERCOASTAL VIEW Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $290 per night (USD)VRBO
- From $350 per night (USD)
Expedia
FREE PERKS INCLUDED!! Sand Castle II 902 - GULF FRONT Condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
***** FREE PERKS included! ***** ** FREE Weekday Beach Cruiser Bicycles available during your stay! Pick up bikes for t ...
From $350 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Chateaux 206 - GULF FRONT Condo - Spectacular Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Direct Gulf front balcony to enjoy spectacular sunsets! This one-bedroom condo features a California King bed with a cei ...
From $399 per night (USD)VRBO
- From $411 per night (USD)
Expedia
FREE PERKS INCLUDED!! Chateaux 108 - GULF FRONT Condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
What are you waiting for? This beautiful Gulf-front condo is the perfect getaway location. The one-bedroom, one-bathroom ...
From $411 per night (USD)Expedia