Pinellas Area Rentals
From $296 per night (USD)VRBO
Third Floor Condo w/ Gulf Front Balcony HH301
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Home Away from Home - Hamilton House 301 is a SILVER rated two-bedroom, two-bath Gulf Front Corner vacation rental locat ...
From $296 per night (USD)VRBO
From $348 per night (USD)Expedia
Beach Front Condo - Spectacular Sunsets - SB 603
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come escape from it all and relax in this modern 1 bedroom 1 bath condo, fully equipped kitchen with granite counter top ...
From $348 per night (USD)Expedia
From $339 per night (USD)VRBO
Beach Front Condo - Spectacular Sunsets - SB 605
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come escape from it all and relax in this modern 1 bedroom 1 bath condo, fully equipped kitchen with granite counter top ...
From $339 per night (USD)VRBO
From $458 per night (USD)Expedia
Treasure Island Beachfront-Top Floor Corner Unit SB 608 Great Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come escape from it all and relax in this modern 2 bedroom 2 bath condo, fully equipped kitchen with granite counter top ...
From $458 per night (USD)Expedia
From $458 per night (USD)VRBO
Treasure Island Beachfront-Top Floor End Unit Stunning Sunsets South Beach 601
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come escape from it all and relax in this modern 2 bedroom 2 bath condo, fully equipped kitchen with granite counter top ...
From $458 per night (USD)VRBO
From $133 per night (USD)Expedia
Bindy’s Bungalow Your Secret Oasis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
**Discounts for stays 28 days or longer…Located only 2 blocks away from: the beach, downtown Gulfport, dog park, marina, ...
From $133 per night (USD)Expedia
From $411 per night (USD)VRBO
Sand Castle 507: 2BD/2BA Beachfront Oasis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make your vacation dream come true at this amazing Gulf Front two-bedroom 2, two-bath condominium with a private balcony ...
From $411 per night (USD)VRBO
From $291 per night (USD)Expedia
3 bedroom, 2 bath, pool home that sleeps 6, with screened back patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet 3 bedroom, 2 bath pool home in the heart of Palm Harbor. Located in a quiet neighborhood near world famous Honeymo ...
From $291 per night (USD)Expedia
From $571 per night (USD)VRBO
3 bed 3 bath Penthouse Spectacular Panaoramic views of beach and intracoastal!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
2100 sq. ft. Gorgeous Beach Front 3 Bedroom 3 Bath penthouse condo located on Indian shore Beach. This condo was owned a ...
From $571 per night (USD)VRBO
From $317 per night (USD)Expedia
Amazing Beach Front w/ Gulf & Ocean Views~Las Brisas 506
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Location, Location, Location! After staying in our unit you will want to return year after year! More than ½ of our ren ...
From $317 per night (USD)Expedia
From $319 per night (USD)VRBO
Land's End 207 building 11 Amazing beach front, loaded with amenities!
- 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 $258 per night (USD)Expedia
Villa Madeira 206 Beautiful updates|Beach front|Walk to all the activities!
- 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 $258 per night (USD)Expedia
From $253 per night (USD)VRBO
Top Floor Bay Views - Pools, Hot Tub, Pickleball - Beach Access -Land's End 4-30
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*** NOTICE OF ROOF WORK - BUILDING 4. ESTIMATED COMPLETION TIME IS CURRENTLY END OF SEPTEMBER, 2026 - NOT EXACT AND DAT ...
From $253 per night (USD)VRBO
From $190 per night (USD)Expedia
Freshly renovated Treasure Island Condo in 2025! Close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Post Hurricane Helene Update: Newly renovated 1/1 Condo is sure to please. This is a place to relax. We are located ...
From $190 per night (USD)Expedia
From $182 per night (USD)VRBO
Big TH w Pool, Hot Tub & Short Walk to the Beach! 30+ Day Rental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Be sure to watch the video tour! Enjoy the exclusive Island Estates in this fun 4 bedroom + 3 full bathrooms 4 story to ...
From $182 per night (USD)VRBO
From $164 per night (USD)Expedia
Two-bedroom house in peaceful St Pete neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to paradise! Charming 2-bedroom house in St. Pete, just a 5-minute drive to gulf beaches, steps away from the Pi ...
From $164 per night (USD)Expedia
From $344 per night (USD)VRBO
Modern Beach Condo ON St. Pete Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We are blessed to be able to share our love of St. Pete Beach with you! Fully updated in May 2021 this 750 sqt unit sle ...
From $344 per night (USD)VRBO
From $225 per night (USD)Expedia
Coastal Gem Just Minutes from the Beach! 🏝
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a stylish modern cottage equipped with smart TVs in every room and comfortable gel mattresses for the ultimate rel ...
From $225 per night (USD)Expedia
From $383 per night (USD)VRBO
🌅 Madeira Bay Resort #300 – Expansive Marina-View Retreat with Private Elevator
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort #300, a newly completed and fully renovated 3-bedroom, 2-bathroom condo offering sweeping ...
From $383 per night (USD)VRBO
From $473 per night (USD)VRBO
★ cute 🏠! heated salt water pool! 6 miles to Madeira Beach ★
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bring the whole family and get ready to make lifelong memories in this cute tropical, amenity-packed vacation home! Thi ...
From $473 per night (USD)VRBO
From $98 per night (USD)VRBO
440 West Condos 608-N Waterfront with Gulf of Mexico View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE READ BEFORE BOOKING: Due to ongoing building construction, the balcony may be temporarily closed and unusable dur ...
From $98 per night (USD)VRBO
From $358 per night (USD)Expedia
Charming Residential Home with heated outdoor pool, clean and cozy
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get that Florida glow at 11 Palms - our oasis is just eight minutes drive from Madeira Beach, 12 minutes drive from Trea ...
From $358 per night (USD)Expedia
From $275 per night (USD)VRBO
Gulf and bay views, perfect for family vacation!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3-bedroom, 2.5-bath condo is the perfect getaway for up to 8 guests. Offering 1,600 sq. ft. of bi-level living spac ...
From $275 per night (USD)VRBO
From $189 per night (USD)VRBO
Beachside Condo Steps from the Sand! Huge Balcony w/Hammock! FREE Activities! ~ Cypress-n-Sun B-3
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***PLEASE NOTE - The MAXIMUM number of guests allowed to occupy this unit is 6. If you exceed the maximum number, you wi ...
From $189 per night (USD)VRBO
From $341 per night (USD)VRBO
Chateaux 201 1 BR Condo-Gulf front!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Chateaux beachfront condo is the perfect place to relax, recharge, and enjoy a memorable Indian Shores beach getawa ...
From $341 per night (USD)VRBO
From $839 per night (USD)Expedia
3/2 directly on North Reddington Beach! 314 RamSea
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
🌊 Gorgeous Direct Beachfront Views – Ram Sea II #314 🌊 Direct Gulf Views • Heated Pool & Spa • Sleeps up to 10 Update ...
From $839 per night (USD)Expedia
From $311 per night (USD)VRBO
Beautiful Beachside Condo, FREE Activities Included, Beach Gear, Pool, Grill ~ 101 Casa de Playa
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This gorgeous family-sized condo—just steps from the sand of the Gulf of Mexico—offers 4 bedrooms, 2 baths, all new upsc ...
From $311 per night (USD)VRBO
From $318 per night (USD)VRBO
Crystal clear pool your oasis awaits- free heated pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Open floor plan with plenty of space for everyone. Enjoy gatherings with ease around the pool with plenty of seating. T ...
From $318 per night (USD)VRBO
From $256 per night (USD)VRBO
Bayfront Clearwater Beach Condo w/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make the best of your next Sunshine State vacation when you book a stay at this 2-bedroom, 2-bathroom vacation rental in ...
From $256 per night (USD)VRBO
From $477 per night (USD)Expedia
Beachside Bliss! 3/3, Heated Pool/Hot Tub 501
- 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 $477 per night (USD)Expedia
From $236 per night (USD)VRBO
What a View! Low Rates! 5-STAR! Waterfront, 2BR, private balcony, walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Watch the dolphins and manatees go by as you sip coffee on your private deck overlooking the Intercostal Waterway (Boca ...
From $236 per night (USD)VRBO
From $684 per night (USD)Expedia
Two Bedroom Condo, Clearwater Beach 1722282
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to Wyndham Clearwater Beach resort and claim a spot on our blissful sundeck—featuring a glistening pool with stun ...
From $684 per night (USD)Expedia
From $360 per night (USD)VRBO
St Pete Beach | Couples Gulf Coast Getaway | Pool + Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Dive into the ultimate Florida beach paradise at Bluegreen at TradeWinds, a sun-drenched coastal sanctuary poised direct ...
From $360 per night (USD)VRBO
From $360 per night (USD)VRBO
Clean & Cozy Stay - King Bed, Pool, Close to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to paradise! Walk out your door to the pool first thing in the morning for a dip, and then relax and catch some ...
From $360 per night (USD)VRBO
From $106 per night (USD)VRBO
Adorable Modern Studio East - 10 minutes to the beach and 5 minutes to downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
10 minutes from the beaches and 5 minutes from downtown St Pete, this adorable studio is in a safe & quiet residential n ...
From $106 per night (USD)VRBO
From $253 per night (USD)Expedia
Land's End 305 building 3 ~ Beautifully remodeled ~ Across from 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 $253 per night (USD)Expedia
From $119 per night (USD)VRBO
An oasis of serenity: secluded 1BR w/ King Bed, Free parking, Free Gym, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
WOW! Enjoy a carefree, resort lifestyle in this Clearwater - Avalon Complex. Tampa International Airport (TPA) is 25 min ...
From $119 per night (USD)VRBO
From $246 per night (USD)Expedia
104 · Beach Bliss Mid-Century Modern Apt Steps from Sand
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Book with confidence and enjoy your Florida getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-mi ...
From $246 per night (USD)Expedia
From $336 per night (USD)VRBO
Gulf Front Corner Balcony - Sand Castle III 501
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 Bedroom 2 bath condo overlooking the Gulf provides you with water views as far as the eye can see. Enjoy beautifu ...
From $336 per night (USD)VRBO
From $863 per night (USD)Expedia
Clearwater Beach Hideaway: Walkable Location!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Look forward to mornings spent sipping coffee on the balcony, days spent tanning on pristine Gulf beaches, and evenings ...
From $863 per night (USD)Expedia
From $110 per night (USD)VRBO
Satellite Motel - Shore Enuff Cottage 118
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located right across the street from the beach access, situated on the intercoastal waterway and just steps away from ma ...
From $110 per night (USD)VRBO
From $110 per night (USD)Expedia
Satellite Motel - Pirate's Cove 108
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located right across the street from the beach access, situated on the intercoastal waterway and just steps away from ma ...
From $110 per night (USD)Expedia
From $282 per night (USD)VRBO
Upgraded Beachfront Condo Close to Shops, and Restaurants - Pool, Hot Tub, Beach, and Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax in style in one of the most desirable buildings on the beach. The Chambre building is a small, very private and s ...
From $282 per night (USD)VRBO
From $281 per night (USD)Expedia
Heart of Pass-A-Grille Beach! Beach Across the Street ~ Community Heated Pool ~ Beach-facing Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Situated in the heart of Pass-A-Grille beach, this unique and modern condo brings the promise of a trip to remember. Y ...
From $281 per night (USD)Expedia
From $256 per night (USD)VRBO
Sea Shell 14 - Amazing remodeled townhouse with lots of amenities!
- 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 $256 per night (USD)VRBO
From $345 per night (USD)Expedia
🌅 Las Brisas #305 — Updated 3BR Gulf Front Condo with Balcony & Room for 10
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Las Brisas #305, a beautifully updated 3-bedroom, 2-bathroom Gulf Front condo offering 1,440 sq. ft. of light ...
From $345 per night (USD)Expedia
From $283 per night (USD)VRBO
Located on Historic Pass-A-Grille Beach. Steps to Sand, Heated Pool, Near Food and Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located directly on Gulf Way, about two blocks south of the Hurricane Restaurant, this immaculate, beautifully updated t ...
From $283 per night (USD)VRBO
From $225 per night (USD)Expedia
Walk to Beach & Dining: Sunny St Pete Condo!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Community Tennis Courts | Central Location | 3 Mi to John's Pass Village All the ocean adventures of St. Pete Beach awa ...
From $225 per night (USD)Expedia
From $272 per night (USD)VRBO
1605 Madeira Bay – Waterway Views, Heated Pool, Walk to Beach & John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Brand new Madeira Bay Resort I Unit #1605 is in the heart of Madeira Beach. This 2 bedroom, 2 bathroom condo with a Quee ...
From $272 per night (USD)VRBO
From $181 per night (USD)Expedia
Coastal Comfort & Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your Perfect Home Away From Home This beautiful, gated community condo is the ideal retreat for extended stays on Flori ...
From $181 per night (USD)Expedia
From $325 per night (USD)VRBO
Sunset Villas 2 Amazing VIEWS|pool|sun deck|Beachfront-only 4 condos!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $325 per night (USD)VRBO
From $259 per night (USD)Expedia
Arie Dam 304 Direct Beachfront, breathtaking views, beautifully updated!
- 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 $259 per night (USD)Expedia
From $299 per night (USD)VRBO
🏖🏝SUMMER SPECIALS minivans at airports to use
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This condominium was newly remodeled and is one of the top condominiums located in Sand Castle III. It has its own pri ...
From $299 per night (USD)VRBO
From $231 per night (USD)Expedia
Royal Dream at The Avalon Clearwater | Cozy Retreat & Sunset Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy sunsets and comfort in Royal Dream, a 2-bedroom, 2-bath condo on the top floor of a 3-story walk-up building in Th ...
From $231 per night (USD)Expedia
From $537 per night (USD)VRBO
Top-Floor Gulf-Front Retreat♥ Panoramic Balcony Sunsets, Pool♥Few Steps To Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up to the Gulf and end each day with postcard-worthy sunsets from your top-floor balcony. This direct-beachfront co ...
From $537 per night (USD)VRBO
From $639 per night (USD)Expedia
Top-Floor Gulf-Front Oasis♥ Panoramic Balcony Sunsets, Pool♥Few Steps To Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up to the Gulf and end each day with postcard-worthy sunsets from your top-floor balcony. This direct-beachfront co ...
From $639 per night (USD)Expedia
From $246 per night (USD)VRBO
Amazing waterfront condominium at Boca Ciega Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to enjoy your vacation in this lovely place. This is a one-room condo which has the perfect size for family, cou ...
From $246 per night (USD)VRBO
From $335 per night (USD)Expedia
AVAIL NOW -POOL OPEN!! BCHFRONT PENTHOUSE MillionView
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous 3 bedroom upscale penthouse condo with granite kitchen, granite bathrooms and tiled throughout located in India ...
From $335 per night (USD)Expedia
From $170 per night (USD)VRBO
BEACH COTTAGE IN SEMINOLE
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Charming little guest cottage located in a quiet neighborhood on a large well maintained Estate property with lots of ou ...
From $170 per night (USD)VRBO
From $286 per night (USD)Expedia
Private Heated Pool! Palm Trees! Beaches! Palm Harbor, Fl- Spread out w the fam!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Very Roomy 2,500 SF house Located in Palm Harbor, Florida locates 10-15 minutes from multiple beautiful beaches ! 7 gues ...
From $286 per night (USD)Expedia
From $574 per night (USD)VRBO
Updated - Dolphins - MOM Clean - Waterfront- Lux 4 Bedroom / 3 Bath (Unit #203)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
(Unit #203) Dolphins, Mom-Clean, and Waterfront...oh my! Because we are self-managed, our goal is to exceed your expecta ...
From $574 per night (USD)VRBO
From $419 per night (USD)Expedia
Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your perfect Madeira Beach vacation rental awaits! Sea Breeze Cottage is part of Island Paradise Cottages, a peaceful re ...
From $419 per night (USD)Expedia
From $415 per night (USD)VRBO
Walk to Beach & Johns Pass Village! Community Heated Pool ~ Private Patio ~ Free Parking & Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $415 per night (USD)VRBO
From $476 per night (USD)Expedia
A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $476 per night (USD)Expedia
From $415 per night (USD)VRBO
Remodeled Florida Beach Cottage with Private Patio Area. Relax at the Pool. Walk Over to the Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $415 per night (USD)VRBO
From $339 per night (USD)Expedia
Sand Castle I 703 - GULF FRONT Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fully Renovated 3 Bedroom, 2 Bath Gulf Front Corner Condo. Light, Airy, and Beachy! Beautifully Decorated in colors that ...
From $339 per night (USD)Expedia
From $471 per night (USD)VRBO
Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $471 per night (USD)VRBO
From $466 per night (USD)Expedia
Large Patio Great for Family Getaway. Pool, Paddle boards, Bikes, Grill, Fire PIt. Walk to Beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Sea Grape Cottage, a private, stand-alone vacation rental at Island Paradise Cottages in the heart of Madeira ...
From $466 per night (USD)Expedia
From $419 per night (USD)VRBO
Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $419 per night (USD)VRBO
From $266 per night (USD)Expedia
Bright & Airy St. Pete Home: Near Beach & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
★★★★★ Welcome to Casilla Way Retreat ★★★★★ Luxury Pool Home | Outdoor Kitchen | Jacuzzi | Fire Pit | Minutes to Downtow ...
From $266 per night (USD)Expedia
From $214 per night (USD)VRBO
The Tropical Courtyard Paradise🌴 on St. Pete Beach🌞⛱️🌊 Friendly Native #502
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Paradise🌴 on the beach🌞⛱️🌊 at Friendly Native #502! This charming, cozy, well-appointed/fully stocked gro ...
From $214 per night (USD)VRBO
From $172 per night (USD)Expedia
Private Guest house minutes from the Gulf beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our Guesthouse is just the right place for privacy and convenience. Located in a country-like neighborhood, only minutes ...
From $172 per night (USD)Expedia
From $300 per night (USD)VRBO
Sand Dollar 504 is a Gold Tier 2 bed 2 bath Gulf Front Condo on the Top Floor
- 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 $300 per night (USD)VRBO
From $415 per night (USD)Expedia
Beautiful Premium Gulf Side Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the warm beaches of Indian Shores, home to your three-bedroom seaside apartment. Imagine waking up to the gentl ...
From $415 per night (USD)Expedia
From $151 per night (USD)VRBO
Gorgeous Beach View balcony and heated pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful, updated 2nd floor 1 bedroom condo right at the beach in the heart of St Pete Beach. The private bedroom has a ...
From $151 per night (USD)VRBO
From $295 per night (USD)Expedia
Premier Beachfront Resort. Beach, Heated Pool and Spa. Onsite Bar, Gym, & Cafe. Free Fun Activities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Simply a wonderful location to spend your Florida vacation. The Sunset Vistas Resort has everything you are looking for ...
From $295 per night (USD)Expedia
From $231 per night (USD)VRBO
Royal Marina at The Avalon Clearwater, Spacious Condo with Pool & Gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Royal Marina offers a spacious 2-bedroom, 2-bath condo on the top floor of a 3-story walk-up building in The Avalon, acc ...
From $231 per night (USD)VRBO
From $350 per night (USD)Expedia
Sunset Villas 4 Stunning Sunset views|Pool|deck|BBQ-this has it all!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $350 per night (USD)Expedia
From $318 per night (USD)VRBO
Direct Beachfront 1b 1b Corner - Sandy Shores #301
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores #301 - Views, views and more views are all here in this 1 bedroom 1 bath corner unit at Sandy Shores Condo ...
From $318 per night (USD)VRBO
From $266 per night (USD)Expedia
Direct Beachfront 1b 1b Corner - Sandy Shores #501
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores #501 - This one bedroom condo is a Top Floor unit with one bath and an extra large open floor plan. Accommo ...
From $266 per night (USD)Expedia
From $996 per night (USD)VRBO
Beach Escape 6BR Home with Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: Recently renovated 6-bedroom, 4-bathroom beach home with a private pool, spacious gathering areas, outdoor dec ...
From $996 per night (USD)VRBO
From $301 per night (USD)Expedia
Walk to The Best Restaurants, Beaches, and Activities. Heated Pool. Fabulous Location.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step back in time to classic Florida. Pass-A-Grille, the southernmost section of Pinellas County barrier beaches, is on ...
From $301 per night (USD)Expedia
From $223 per night (USD)VRBO
St Pete Upham Beach Gulf Winds Resort Studio Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fall in love with this charming coastal studio, perfectly located just steps from Upham Beach in beautiful St. Pete Beac ...
From $223 per night (USD)VRBO
From $387 per night (USD)Expedia
Gulf Front Condo w/ Balcony and Shared Pool -SD404
- 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 ...
From $387 per night (USD)Expedia
From $348 per night (USD)VRBO
❌not a tent❌ Unique DOME 💜Blue Moon 💜
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
❌ THIS IS NOT A TENT ❗️ 🔆 UNIQUE DOME ❗️❗️❗️ Entire absolutely unique igloo house to yourself! 7 minutes away fr ...
From $348 per night (USD)VRBO
From $1051 per night (USD)Expedia
Turtleback Beach House - Beachfront!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Our Turtleback House can offer you the perfect space for your family vacation, you can take a morning walk on ...
From $1051 per night (USD)Expedia
From $373 per night (USD)VRBO
Flo's house III with private heated pool, 3 bedrooms and 3 bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
<p>A short distance from a water park, snorkeling, and more, this welcoming vacation home lets you experience it all. Ju ...
From $373 per night (USD)VRBO
From $1238 per night (USD)Expedia
6BR,4BACapacity in these 3BR+3BR BEACHFRONT,Updated Condos!POOL,Hot Tub, Grills!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 18
If you interested in a spacious and comfortable vacation rental that's perfect for large groups, you're in luck! We're o ...
From $1238 per night (USD)Expedia
From $204 per night (USD)VRBO
Bayside Condos Studio 23 Pool, Bay Views. Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This recently updated studio condo combines all the amenities of the home! This recently updated condo has a well-equip ...
From $204 per night (USD)VRBO
From $116 per night (USD)Expedia
Harbour Light Towers 1105 11th Floor Beachfront Studio at Harbour Light Towers
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
PLEASE NOTE: This property does not allow vehicles with ANY modifications 'including wheels' on the property. Harbour L ...
From $116 per night (USD)Expedia
From $170 per night (USD)VRBO
Pool, Beach Across Street, On Site Laundry, FREE Activities & Parking ~ 205D Barefoot Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
We have exactly what you are looking for in your beach vacation - sun, sand and great places to eat! Enjoy all Indian Sh ...
From $170 per night (USD)VRBO
From $238 per night (USD)Expedia
FIRST FLOOR!! DIRECT\"WATERFRONT\" Newly Renovated! Walk to Beach! King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
***LOCATION, LOCATION, LOCATION!!!...... THIS FIRST FLOOR CONDO Direct Water View, Newly Renovated at the beautiful Bar ...
From $238 per night (USD)Expedia
From $148 per night (USD)VRBO
Cozy 1 bedroom on the water!Apt.#2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Visit us at One of the few “ma & pa” places left on Clearwater Beach. Small, cozy, friendly, and family operated for 40 ...
From $148 per night (USD)VRBO
From $192 per night (USD)Expedia
Ozona Guesthouse! 3 Blocks to Pinellas Trail, Brewery, Eats, & Dog Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Completely updated, detached guest house in downtown Ozona. Walk 3 blocks to Molly Goodheads, the Ozona Pig, and other ...
From $192 per night (USD)Expedia
From $307 per night (USD)VRBO
3 Minute Walk to Beach! Sleeps up to 9- Gorgeous Beach Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Gorgeous and spacious single family one level cottage perfect for a group or a quiet getaway. Featuring 3 bedrooms and 2 ...
From $307 per night (USD)VRBO
From $314 per night (USD)Expedia
Canary Beach Cottage | 2BR Steps from Sand
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Charming ground-floor 2-bedroom, 1-bathroom beach cottage in Indian Shores with coastal décor, easy beach acce ...
From $314 per night (USD)Expedia
From $164 per night (USD)VRBO
Beach front Condo (1/1) on Indian Shores
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience a relaxing stay in our beachfront condo located in Indian Shores. We are proud of the attention to detail tha ...
From $164 per night (USD)VRBO
From $201 per night (USD)VRBO
Beach Cottages 1504 | Balcony Dining, Pool, Hot Tub + Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
A relaxing retreat with panoramic Intracoastal views, Beach Cottages 1504 is a spacious penthouse condo that invites you ...
From $201 per night (USD)VRBO
From $478 per night (USD)VRBO
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Don't want the crowded condo experience with noisy neighbors having condo parties & dealing with lugging beach supplies ...
From $478 per night (USD)VRBO
From $464 per night (USD)Expedia
Waterfront, Harbourside, Water Park, Beach, #6616
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
🌊 Waterfront Fun & Coastal Views at Harbourside @ Marker 33! 🐬 Experience the ultimate getaway in this 2BR/2BA 6th-fl ...
From $464 per night (USD)Expedia