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Results: 608 Rentals

  • Waterfront Oasis With Panoramic Open Water View!! PARADISE FOUND
    From $320 per night (USD)

    VRBO

    Waterfront Oasis With Panoramic Open Water View!! PARADISE FOUND

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Open water views from everywhere in the house! The home is completely remodeled and ready to be used for rest and relaxa ...

    From $320 per night (USD)

    VRBO

    Details
  • Suite with private outdoor jacuzzi
    From $138 per night (USD)

    Expedia

    Suite with private outdoor jacuzzi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Private suit with independent entrance and parking. With your own private outdoor jacuzzi, only a few minutes from Tresu ...

    From $138 per night (USD)

    Expedia

    Details
  • Ultimate Beach Getaway, Hot-tub, Pool, Game room
    From $682 per night (USD)

    VRBO

    Ultimate Beach Getaway, Hot-tub, Pool, Game room

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Ultimate Beach Getaway In Seminole, Fl. Just Minutes from Indian Rocks Beach and 12 km from John's Pass and Village Boa ...

    From $682 per night (USD)

    VRBO

    Details
  • Sunny Retreat w/ screened Pool, near Madeira Beach
    From $558 per night (USD)

    Expedia

    Sunny Retreat w/ screened Pool, near Madeira Beach

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Experience the allure of our newly constructed pool cage in this spacious 4-bedroom house that comfortably accommodates ...

    From $558 per night (USD)

    Expedia

    Details
  • NEW! Charming private bungalow w/ hot tub near beaches 3BR
    From $225 per night (USD)

    VRBO

    NEW! Charming private bungalow w/ hot tub near beaches 3BR

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Start your day or wind down in a high end spa hot tub to die for! Enjoy neat fenced private backyard. Dine in and use st ...

    From $225 per night (USD)

    VRBO

    Details
  • 2BR Pool Home | Relaxing Winter Retreat
    From $408 per night (USD)

    VRBO

    2BR Pool Home | Relaxing Winter Retreat

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Special Offer: Enjoy special monthly rates for extended stays—perfect for a relaxing getaway or remote work retreat! Our ...

    From $408 per night (USD)

    VRBO

    Details
  • Beachside Retreat: Pool, Mini-Golf, Theater, Pong
    From $1214 per night (USD)

    VRBO

    Beachside Retreat: Pool, Mini-Golf, Theater, Pong

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    🏡 Welcome to Your Dream Beach Vacation Home! 🏡 Discover the ultimate getaway with luxury amenities, family-friendly f ...

    From $1214 per night (USD)

    VRBO

    Details
  • Putt Putt! Pool & Private Fenced in Yard - close to the beach!
    From $497 per night (USD)

    VRBO

    Putt Putt! Pool & Private Fenced in Yard - close to the beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your coastal boho bliss. This newly updated house is location just 12 minutes from Indian Rocks Beach! Centra ...

    From $497 per night (USD)

    VRBO

    Details
  • 🍉Watermelon Dome  ❌not a tent❌
    From $123 per night (USD)

    VRBO

    🍉Watermelon Dome ❌not a tent❌

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    ❌Not a tent ❌ 🍉Watermelon dome is a perfect family/ couples/friends experience where you can enjoy a sweet and restfu ...

    From $123 per night (USD)

    VRBO

    Details
  • Very cute Pool Home close to beaches!
    From $425 per night (USD)

    Expedia

    Very cute Pool Home close to beaches!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Attractive modern 3/2/2 pool home close to beaches, Down Town St. Pete and Seminole City Center for shopping. Tampa air ...

    From $425 per night (USD)

    Expedia

    Details
  • Newly Renovated Home 1.7 mi to Beach
    From $423 per night (USD)

    VRBO

    Newly Renovated Home 1.7 mi to Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    I thought of you with every detail and amenity. You who saved all year to take your family on vacation. You who finally ...

    From $423 per night (USD)

    VRBO

    Details
  • Mini golf course, private pool, Grill, Vacation Dream
    From $441 per night (USD)

    Expedia

    Mini golf course, private pool, Grill, Vacation Dream

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Summary: No need to spend time deciding what to do here when you have your own private pool and putt putt course! Relax ...

    From $441 per night (USD)

    Expedia

    Details
  • Dog Friendly fully fenced -  3 bed 2 bath home
    Click For Pricing

    VRBO

    Dog Friendly fully fenced - 3 bed 2 bath home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Summary: Bring the whole family with lots of room for fun. The split bedroom plan has a huge open concept perfect for b ...

    Click For Pricing

    VRBO

    Details
  • The Blue Fin, 3 Bed/ Heated Pool/ XBOX
    From $303 per night (USD)

    Expedia

    The Blue Fin, 3 Bed/ Heated Pool/ XBOX

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunr ...

    From $303 per night (USD)

    Expedia

    Details
  • Stunning 5B/3BA with Heated Pool close to Beach
    From $585 per night (USD)

    VRBO

    Stunning 5B/3BA with Heated Pool close to Beach

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Beautiful single story stunning 2200 sq ft home with 5 bedrooms, heated swimming pool, hot tub, and firepit. We are 10 ...

    From $585 per night (USD)

    VRBO

    Details
  • Pinellas' Beaches Hideaway with jacuzzi
    From $417 per night (USD)

    Expedia

    Pinellas' Beaches Hideaway with jacuzzi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Spacious house just recently remodeled with all new appliances, furniture, and decoration. It's conveniently accessed to ...

    From $417 per night (USD)

    Expedia

    Details
  • Retro Cottage close to beaches! \n\n
    From $165 per night (USD)

    VRBO

    Retro Cottage close to beaches! \n\n

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Great location just a half mile from the intracoastal and less than 10 minute drive to the beach! Like a more lively nig ...

    From $165 per night (USD)

    VRBO

    Details
  • Your Home Away From Home W/ Heated Pool
    From $353 per night (USD)

    Expedia

    Your Home Away From Home W/ Heated Pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    WELCOME HOME ! We have taken the time to think of everything you could possibly need to enjoy your stay more and worry ...

    From $353 per night (USD)

    Expedia

    Details
  • My Happy Place on 100th sleeps 8
    From $304 per night (USD)

    VRBO

    My Happy Place on 100th sleeps 8

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    My Happy Place on 100th is a 3 bedroom / 2 bathroom pool home that accommodates up to 10 guests. This home has everythin ...

    From $304 per night (USD)

    VRBO

    Details
  • Close to Beaches, quiet and private new guest house - full kitchen, deck & patio
    From $118 per night (USD)

    Expedia

    Close to Beaches, quiet and private new guest house - full kitchen, deck & patio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Close to beaches, newly built stand alone 2 story guest cottage, beautifully appointed in a private and quiet treed sett ...

    From $118 per night (USD)

    Expedia

    Details
  • Tropical Paradise, 10mins 2 beach,30 days or more stay
    From $156 per night (USD)

    VRBO

    Tropical Paradise, 10mins 2 beach,30 days or more stay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our tropical paradise, just 10-15 mins to beach and about 15-20 to downtown with plenty of shops and restaura ...

    From $156 per night (USD)

    VRBO

    Details
  • The Pool House -Private Heated Pool w Entire House ~ PETS WELCOME!
    From $295 per night (USD)

    Expedia

    The Pool House -Private Heated Pool w Entire House ~ PETS WELCOME!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    At The Pool House, our screened-in pool lounge allows guests to enjoy dinner outside while wildlife busy themselves on b ...

    From $295 per night (USD)

    Expedia

    Details
  • Bowling, Heated Pool, Hot Tub | The Flamingo Oasis
    From $432 per night (USD)

    VRBO

    Bowling, Heated Pool, Hot Tub | The Flamingo Oasis

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Stunning 4 bedroom home, loaded with amenities, just a short drive away from all the top vacation destinations in the Cl ...

    From $432 per night (USD)

    VRBO

    Details
  • Waterfront 2 bed/2 ba in 55+ resort, steps to pool & 1.5 mi to Madeira Beach!
    From $108 per night (USD)

    VRBO

    Waterfront 2 bed/2 ba in 55+ resort, steps to pool & 1.5 mi to Madeira Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    AVAILABLE STARTING AUGUST 1, 2025! Are you 55+ and looking for a wonderful, peaceful, resort type escape? We invite you ...

    From $108 per night (USD)

    VRBO

    Details
  • Big Modern Home near the Beaches Hospitals Shopping Patio Garden View
    From $320 per night (USD)

    VRBO

    Big Modern Home near the Beaches Hospitals Shopping Patio Garden View

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Bring your family here to enjoy a life near the beach. Large inviting full kitchen open to the dining table where you'll ...

    From $320 per night (USD)

    VRBO

    Details
  • Entire house 10 minutes from the beach ⛱️
    From $147 per night (USD)

    Expedia

    Entire house 10 minutes from the beach ⛱️

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This 3-bedroom, 2-bath home features cozy coastal decor, a fully stocked kitchen, comfortable living spaces, fast Wi-Fi, ...

    From $147 per night (USD)

    Expedia

    Details
  • MINI-RESORT: Poolside Bungalow + Poolside Cabana! 5 Minutes to Beach &
    From $347 per night (USD)

    VRBO

    MINI-RESORT: Poolside Bungalow + Poolside Cabana! 5 Minutes to Beach &

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    ** OVERVIEW ** Just 5 minutes from the beach and 25 minutes to downtown, this home is part of our family-owned collectio ...

    From $347 per night (USD)

    VRBO

    Details
  • Sleeps 14! Beach Pool Home w/ Cabana Lounge, Tikibar and Poolside Guest Bungalow
    From $449 per night (USD)

    VRBO

    Sleeps 14! Beach Pool Home w/ Cabana Lounge, Tikibar and Poolside Guest Bungalow

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    14

    HOME HIGHLIGHTS: Imagine finding the PERFECT vacation spot. It has a desirable layout, super clean, and the interior de ...

    From $449 per night (USD)

    VRBO

    Details
  • Serena Beautiful Heated and chilled Pool home sleeps 9
    From $314 per night (USD)

    VRBO

    Serena Beautiful Heated and chilled Pool home sleeps 9

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    The Serena House is a 3 bedroom / 2 bathroom pool home that accommodates up to 9 guests. The floorplan is an open concep ...

    From $314 per night (USD)

    VRBO

    Details
  • 4 bedroom home with heated saltwater pool and hot tub. Close to the beach!
    From $567 per night (USD)

    Expedia

    4 bedroom home with heated saltwater pool and hot tub. Close to the beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to our charming 4 bedroom home located just minutes from the ocean and the most beautiful beaches in the world! ...

    From $567 per night (USD)

    Expedia

    Details
  • Convenient located in Largo with King size Bed (119th)
    From $362 per night (USD)

    VRBO

    Convenient located in Largo with King size Bed (119th)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relax with the whole family at this peaceful place to stay in Largo city. The house is recently remodeled with a garage ...

    From $362 per night (USD)

    VRBO

    Details
  • Remodeled St Petersburg Retreat w/ Hot Tub!
    From $352 per night (USD)

    Expedia

    Remodeled St Petersburg Retreat w/ Hot Tub!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Escape to your own slice of paradise when you stay at this 3-bedroom, 2-bath Florida vacation rental! Boasting a fully e ...

    From $352 per night (USD)

    Expedia

    Details
  • Beautiful 3bd 2ba POOL Home near 15-20 min from Clearwater FL
    From $253 per night (USD)

    VRBO

    Beautiful 3bd 2ba POOL Home near 15-20 min from Clearwater FL

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful home in Largo Florida about 15-20 Clearwater Beach. (15-20 min is the average time for us to get there. If you ...

    From $253 per night (USD)

    VRBO

    Details
  • Near Clearwater🏖🏄Home❤️Pool🏊King Bed🛌Parking🚘
    From $479 per night (USD)

    Expedia

    Near Clearwater🏖🏄Home❤️Pool🏊King Bed🛌Parking🚘

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful home near Clearwater Beach, Indian Rocks Beach, Madeira Beach, etc. Only about 20 minutes from the Tampa Airpo ...

    From $479 per night (USD)

    Expedia

    Details
  • TROPICAL ARCADE HOME BYTHE BEACH
    From $256 per night (USD)

    VRBO

    TROPICAL ARCADE HOME BYTHE BEACH

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    YOU CAN'T BEATS SPRING TIME IN THE SUNSHINE STATE - WITH A FULL ARCADE! Where sun-drenched days meet arcade-filled night ...

    From $256 per night (USD)

    VRBO

    Details
  • Coastal Ridge - Gulf Coast Family Funhouse!
    From $213 per night (USD)

    Expedia

    Coastal Ridge - Gulf Coast Family Funhouse!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    3 Bedrooms, 2 Bathrooms • Sleeps 10 • Seminole, Florida Ready for the ultimate family vacation? Coastal Ridge is your dr ...

    From $213 per night (USD)

    Expedia

    Details
  • NEW Modern Home w/ Heated Pool and Resort Backyard - 4 mins to beach
    From $588 per night (USD)

    VRBO

    NEW Modern Home w/ Heated Pool and Resort Backyard - 4 mins to beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A newly updated modern beach house with a resort style backyard including a heated pool, fire pit, outdoor TV with comfo ...

    From $588 per night (USD)

    VRBO

    Details
  • Newly Renovated Home Close to the Beach
    From $328 per night (USD)

    VRBO

    Newly Renovated Home Close to the Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    The Florida lifestyle awaits you in this beautifully updated 3-bedroom, 2-bath home. Just a short ride to the beach! Fee ...

    From $328 per night (USD)

    VRBO

    Details
  • Luxury Villa with Heated Saltwater Pool & Spa, Mini Golf, BBQ, 5 Mins to Beach
    From $1320 per night (USD)

    VRBO

    Luxury Villa with Heated Saltwater Pool & Spa, Mini Golf, BBQ, 5 Mins to Beach

    Bedrooms:
    7
    Bathrooms:
    8
    Sleeps:
    20

    This expansive home features 8 BR and 7 BA, a fully equipped kitchen, 2 lounge areas, a screen-enclosed heated saltwate ...

    From $1320 per night (USD)

    VRBO

    Details
  • 4 bed 2 Bath on 84th Heated Pool Home Sleeps 8 guests 5 Min to Indian Shores Beach
    From $325 per night (USD)

    Expedia

    4 bed 2 Bath on 84th Heated Pool Home Sleeps 8 guests 5 Min to Indian Shores Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The House on 84th is a 4 bedroom / 2 bathroom luxury home that accommodates 8. Walking into this home you are met with u ...

    From $325 per night (USD)

    Expedia

    Details
  • House 2 minutos of Madeira beach 🏖
    From $369 per night (USD)

    VRBO

    House 2 minutos of Madeira beach 🏖

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Amazing beach Home, newly remodeled. Only 2 minute , 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets. Th ...

    From $369 per night (USD)

    VRBO

    Details
  • Basketball Court~10 Min to Beach~Sleeps 14~Pool
    From $555 per night (USD)

    Expedia

    Basketball Court~10 Min to Beach~Sleeps 14~Pool

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    Summary: This 4-bedroom home is in a prime location and has everything you need for an amazing vacation in Seminole, FL! ...

    From $555 per night (USD)

    Expedia

    Details
  • Seminole Escape a Perfect Cozy Family Get Away
    From $200 per night (USD)

    VRBO

    Seminole Escape a Perfect Cozy Family Get Away

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This is a Quaint 3BR/2BA Seminole Family Home awaits you and your family. Located in a quiet neighborhood in Seminole, t ...

    From $200 per night (USD)

    VRBO

    Details
  • Private Heated Pool Home on 72nd. 5 Min to Indian Shores
    From $361 per night (USD)

    Expedia

    Private Heated Pool Home on 72nd. 5 Min to Indian Shores

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    This large gorgeous private pool home located 5 minutes from Indian Shores Beach has 3 bedrooms/2 bathrooms and sleeps 1 ...

    From $361 per night (USD)

    Expedia

    Details
  • Large Waterfront Porch & Spacious Family Stay- Walkable to Beach + Eats!
    From $388 per night (USD)

    VRBO

    Large Waterfront Porch & Spacious Family Stay- Walkable to Beach + Eats!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy panoramic views of the Madeira Beach intercoastal, a short walk to the beach, plus many restaurants and things to ...

    From $388 per night (USD)

    VRBO

    Details
  • Fantastic Boho Chic Home - Clearwater St. Pete Tampa
    From $227 per night (USD)

    Expedia

    Fantastic Boho Chic Home - Clearwater St. Pete Tampa

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape to a perfectly decorated home in the heart of Largo, FL. Perfect for vacationers seeking to explore St. Pete, Ta ...

    From $227 per night (USD)

    Expedia

    Details
  • Boutique Largo Bungalow: Just mins to Gulf beaches! Beach gear provided!
    From $288 per night (USD)

    VRBO

    Boutique Largo Bungalow: Just mins to Gulf beaches! Beach gear provided!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Relax and unwind at The Largo ‘Low, a centrally located 2 bedroom boutique bungalow located minutes from Indian Rocks Be ...

    From $288 per night (USD)

    VRBO

    Details
  • Tropical Pool & Patio Bar & minutes to the beach
    From $305 per night (USD)

    Expedia

    Tropical Pool & Patio Bar & minutes to the beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Relaxing oasis awaits you! Enjoy the tropical outdoor pool & indoor bar with gazebo. Make this stylish home your vacatio ...

    From $305 per night (USD)

    Expedia

    Details
  • Mad Beach Paradise!
    Click For Pricing

    VRBO

    Mad Beach Paradise!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Dining, shopping, relaxing and playing all within minutes of our Mad Beach paradise home. Sunsets from the pool in the b ...

    Click For Pricing

    VRBO

    Details
  • ITALIAN HOUSE: 7 min from the beach
    From $315 per night (USD)

    Expedia

    ITALIAN HOUSE: 7 min from the beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Beautifully UPDATED it boasts 4 bedrooms and 2 baths, Oasis around the POOL, Smart TV, cozy backyard, covered area for o ...

    From $315 per night (USD)

    Expedia

    Details
  • Cozy travel trailer/RV 5 miles from the beach
    Click For Pricing

    VRBO

    Cozy travel trailer/RV 5 miles from the beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This cozy 2020 Sonic travel trailer is less than 5 miles from Madeira Beach. Centrally located to all Pinellas County ha ...

    Click For Pricing

    VRBO

    Details
  • Waterfront Boca Ciega Resort and Condo
    From $191 per night (USD)

    Expedia

    Waterfront Boca Ciega Resort and Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Beautiful waterfront condo on 3rd floor with large balcony overlooking the Boca Ciega Bay. You can enjoy the beautiful s ...

    From $191 per night (USD)

    Expedia

    Details
  • Short walk to beach! Family-sized 2 bed, 2 bath condo.
    From $184 per night (USD)

    VRBO

    Short walk to beach! Family-sized 2 bed, 2 bath condo.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wonderful 2 bedroom 2 bath unit with balcony. One queen, one full in Master bedroom. Twin bunk beds and twin trundle in ...

    From $184 per night (USD)

    VRBO

    Details
  • Lovely full house 3/2 w/ pool, few min from beach
    From $361 per night (USD)

    Expedia

    Lovely full house 3/2 w/ pool, few min from beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome, while this adorable home is the door to an incredible vacation for you and your family, its beautiful pool is p ...

    From $361 per night (USD)

    Expedia

    Details
  • Mad Beach Bungalow w/ Heated Pool - 4 Mins to Madeira Beach
    From $483 per night (USD)

    VRBO

    Mad Beach Bungalow w/ Heated Pool - 4 Mins to Madeira Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Welcome! Our place is a mere 2-3 minute drive to shopping centers, grocery stores, restaurants, coffee shops, and of cou ...

    From $483 per night (USD)

    VRBO

    Details
  • Orange Blossom Refuge
    From $413 per night (USD)

    Expedia

    Orange Blossom Refuge

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Situated in a prime vacation spot in Florida, this 2-bedroom home accommodates six guests and is pet-friendly. Nestled o ...

    From $413 per night (USD)

    Expedia

    Details
  • 5-Bedroom Oasis w/ Swimming Pool & Near the Beach
    From $2675 per night (USD)

    VRBO

    5-Bedroom Oasis w/ Swimming Pool & Near the Beach

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    16

    Escape to luxury in Seminole, FL! Our spacious 5-bedroom, 3-bathroom vacation house is a paradise for up to 13 guests. A ...

    From $2675 per night (USD)

    VRBO

    Details
  • Endless Summer Pool Vibes
    From $161 per night (USD)

    Expedia

    Endless Summer Pool Vibes

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Relax with the whole family at this peaceful pool home. This is a 2 bedroom (1 King 2 Queen beds) house with 2 full bath ...

    From $161 per night (USD)

    Expedia

    Details
  • Private Beach Getaway Home - Centrally Located to all Beaches & Entertainment
    From $210 per night (USD)

    VRBO

    Private Beach Getaway Home - Centrally Located to all Beaches & Entertainment

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    11

    Indulge in paradise in this exquisite 3-BR vacation home! Nestled just 6 mins away from the sun-kissed shores, while loc ...

    From $210 per night (USD)

    VRBO

    Details
  • Epic Family Escape + Massive Pool + Mins 2 Beach
    From $442 per night (USD)

    Expedia

    Epic Family Escape + Massive Pool + Mins 2 Beach

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Your Family's Dream Florida Getaway! Just minutes from the sugar-sand shores of Indian Rocks Beach, this styl ...

    From $442 per night (USD)

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  • Mystic Haven | Hot Tub | BBQ Grill | Close to beaches
    From $166 per night (USD)

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    Mystic Haven | Hot Tub | BBQ Grill | Close to beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to the charming Mystic Haven! Ideal for couples or small families, our space is designed with style and comfort ...

    From $166 per night (USD)

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  •  Few Mins to Madeira Beach, Comfortable, Dog Friendly
    From $198 per night (USD)

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    Few Mins to Madeira Beach, Comfortable, Dog Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This home featured 3BD/2BA with a pull out sofa when needed. All tile throughout home is great when traveling with dogs. ...

    From $198 per night (USD)

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    Details
  • Breezy Seminole Vacation Rental with Hot Tub!
    From $274 per night (USD)

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    Breezy Seminole Vacation Rental with Hot Tub!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Dive into a next-level adventure with this pet-friendly Pinellas County vacation rental that’s only 2 miles from Lake Se ...

    From $274 per night (USD)

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  • Spacious condo close to beach, Pinellas trail, restaurants and shops.
    Click For Pricing

    Expedia

    Spacious condo close to beach, Pinellas trail, restaurants and shops.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Great location with clubhouse that includes heated pool with outside heated shower, library, gym, ping pong table, pool ...

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  • Beautiful guest house on private equestrian road
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    Beautiful guest house on private equestrian road

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This unique place has a style all its own. Think rainforest meets farm…with a ton of style!There are peacocks and ponies ...

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  • Sun-Kissed Largo Escape: Private Pool & Patio
    From $185 per night (USD)

    Expedia

    Sun-Kissed Largo Escape: Private Pool & Patio

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Look no further than this welcoming home in Largo for your next family trip to the Sunshine State. The 3-bedroom, 2-bath ...

    From $185 per night (USD)

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  • Stunning 5B/3BA with Heated Pool close to Beach
    From $585 per night (USD)

    VRBO

    Stunning 5B/3BA with Heated Pool close to Beach

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Beautiful single story stunning 2200 sq ft home with 5 bedrooms, heated swimming pool, hot tub, and firepit. We are 10 ...

    From $585 per night (USD)

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    Details
  • Sleek Largo Studio w/ Pond < 7 Mi to Beach!
    From $157 per night (USD)

    Expedia

    Sleek Largo Studio w/ Pond < 7 Mi to Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Your next Sunshine State escape awaits at this 1-bathroom studio! Featuring a Smart TV, a fully equipped kitchen, and ea ...

    From $157 per night (USD)

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    Details
  • New Remodel 3/2 close to the beaches + large private fenced yard
    From $184 per night (USD)

    VRBO

    New Remodel 3/2 close to the beaches + large private fenced yard

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    LISTING DESCRIPTION: This spotless newly renovated 3BR/2BA home features a large private fenced in backyard/patio, firep ...

    From $184 per night (USD)

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    Details
  • Coastal Sea-Esta: 4 BR Pool Home | Holiday Deals
    From $379 per night (USD)

    Expedia

    Coastal Sea-Esta: 4 BR Pool Home | Holiday Deals

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Free Amenities: We provide complimentary beach gear, Wi-Fi, and streaming services to enhance your vacation experience. ...

    From $379 per night (USD)

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  • ENTIRE HOUSE KING BED CLOSE TO THE BEACH,SHOPPING AND FOOD
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    ENTIRE HOUSE KING BED CLOSE TO THE BEACH,SHOPPING AND FOOD

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Have fun with the whole family at this stylish place, close to the beach (Indian Rocks), botanical gardens, dining and s ...

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    Details
  • Oceanfront Getaway, boat dock with lift and dock -  Heated pool is an option
    From $642 per night (USD)

    Expedia

    Oceanfront Getaway, boat dock with lift and dock - Heated pool is an option

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Waterfront Paradise – 5 Minutes from Madeira Beach! This fully renovated 3-bedroom, 2-bathroom home on Boca Ciega Bay o ...

    From $642 per night (USD)

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  • Heated Pool Home w Lanai  Firepit - 6 Min 2 Beach
    From $422 per night (USD)

    VRBO

    Heated Pool Home w Lanai Firepit - 6 Min 2 Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Beachy Vibes: The Best Escape for Families, Remote Workers, and Young Professionals Looking for a spacious and comforta ...

    From $422 per night (USD)

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  • NO AVAILABILITY OCT-NOV DUE TO HURRICANE\n\nBright,fresh, quiet and secluded
    From $3458 per night (USD)

    VRBO

    NO AVAILABILITY OCT-NOV DUE TO HURRICANE\n\nBright,fresh, quiet and secluded

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    ***NIGHTLY PRICE IS SET AT 4K TO STOP REQUESTS TO BOOK.*** Blocking dates messes with synced calendars on other platform ...

    From $3458 per night (USD)

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  • Sunny Retreat Sleeps 12 with Pool Huge Backyard 5 minutes to Indian Rocks Beach
    From $417 per night (USD)

    VRBO

    Sunny Retreat Sleeps 12 with Pool Huge Backyard 5 minutes to Indian Rocks Beach

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    The Sunny Retreat is a 4 bedroom/3 bathroom home that accommodates 12 guests. This magnificent home is spacious with a s ...

    From $417 per night (USD)

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    Details
  • Lovely 2 bedrooms condo with pool in Boca Ciega
    From $394 per night (USD)

    Expedia

    Lovely 2 bedrooms condo with pool in Boca Ciega

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Amazing views of the Boca Ciega and the pristine water of the Gulf of Mexico ,dolphins playing , beautiful palm trees , ...

    From $394 per night (USD)

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    Details
  • Unique remodeled 3BR/2BA pool house near to the beach, pizza oven
    From $210 per night (USD)

    VRBO

    Unique remodeled 3BR/2BA pool house near to the beach, pizza oven

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    1

    We offer comfortable accommodation in fully equipped unique family house about 10 minutes drive from the beach. House is ...

    From $210 per night (USD)

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    Details
  • A.G.E. House, minutes to FL. Gulf Beaches
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    Expedia

    A.G.E. House, minutes to FL. Gulf Beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to the sunny state! Enjoy your time and relax at this inviting and quiet home. Two spacious bed rooms and a full ...

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    Details
  • Sunny 3 bd residential home w/pool 5min to beach
    From $316 per night (USD)

    VRBO

    Sunny 3 bd residential home w/pool 5min to beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to Maryann's Hideaway, where you can enjoy your piece of paradise. You will be close to everything when you stay ...

    From $316 per night (USD)

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    Details
  • Pool Home close to IRB and Walsingham Park
    From $275 per night (USD)

    Expedia

    Pool Home close to IRB and Walsingham Park

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to our latest home that is sure to satisfy all your vacation needs when coming to Florida. This home offers 3 be ...

    From $275 per night (USD)

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    Details
  • Home close to IRB and Walsingham Park
    From $223 per night (USD)

    VRBO

    Home close to IRB and Walsingham Park

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This newly renovated single family home is an awesome restful retreat! Features a master bedroom with a king size bed an ...

    From $223 per night (USD)

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    Details
  • Stunning waterfront home featuring a pool, screened patio, central air condition
    From $448 per night (USD)

    Expedia

    Stunning waterfront home featuring a pool, screened patio, central air condition

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Seminole Sun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...

    From $448 per night (USD)

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  • Seminole Home w/ Heated Pool + Spa ~ 4 Mi to Ocean
    From $592 per night (USD)

    VRBO

    Seminole Home w/ Heated Pool + Spa ~ 4 Mi to Ocean

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    15

    Vibrant sunsets and sandcastles are well within reach of this Seminole vacation rental! Situated just under 1 mile from ...

    From $592 per night (USD)

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    Details
  • NEW Good Vibes 3br w\/ HEATED Saltwater Pool ☀️on Pinellas Trail
    From $386 per night (USD)

    Expedia

    NEW Good Vibes 3br w\/ HEATED Saltwater Pool ☀️on Pinellas Trail

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    The Pool has officially been heated! Bring the whole family, lots of room for fun. This home is located right on the Pi ...

    From $386 per night (USD)

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    Details
  • Flamingo Hideaway - Chic Pool Home 3min to Beach!
    From $323 per night (USD)

    VRBO

    Flamingo Hideaway - Chic Pool Home 3min to Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Brand New Listing! Welcome to our tropical flamingo hideaway! This chic open-concept home has been completely renovated ...

    From $323 per night (USD)

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    Details
  • Hello Sunshine on Cimarron pool home sleeps 9 Heated Pool
    From $329 per night (USD)

    Expedia

    Hello Sunshine on Cimarron pool home sleeps 9 Heated Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Hello Sunshine Home is a 3 bedroom/2 bathroom pool home that accommodates 9 guests. This vacation rental is bright & air ...

    From $329 per night (USD)

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  • Paradise Found-Heated Pool-Hot Tub-Gulf Beach-EV charger-Quiet Home away fr Home
    From $250 per night (USD)

    VRBO

    Paradise Found-Heated Pool-Hot Tub-Gulf Beach-EV charger-Quiet Home away fr Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Paradise Found - Welcome Nestled in a serene residential neighborhood, this charming home offers the perfect retreat fo ...

    From $250 per night (USD)

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    Details
  • sleeps 12 people / Beach 5 min./ backs on nature park & lake with trails
    From $198 per night (USD)

    Expedia

    sleeps 12 people / Beach 5 min./ backs on nature park & lake with trails

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    A beautifully decorated, spacious coastal-themed 2300 sq. foot home that backs up to a 354-acre nature park with your pr ...

    From $198 per night (USD)

    Expedia

    Details
  • Pet-Friendly 2BR w/ Lanai & Fast WiFi Near Beach
    From $157 per night (USD)

    VRBO

    Pet-Friendly 2BR w/ Lanai & Fast WiFi Near Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Two-bedroom retreat ten minutes from the Gulf, used year-round by travel nurses, engineers, and remote workers. Screened ...

    From $157 per night (USD)

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  • 2min to beaches - Family Friendly Retreat
    From $234 per night (USD)

    VRBO

    2min to beaches - Family Friendly Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Our newly-renovated home is the perfect place for you to kick back and relax after a long day at the beach. We're centra ...

    From $234 per night (USD)

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    Details
  • Poolside Madeira Beach Abode w/ Balcony!
    From $204 per night (USD)

    VRBO

    Poolside Madeira Beach Abode w/ Balcony!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    - Madeira Beach Permit 3849 - Florida DBPR License No. CND6216342 - Recently Renovated - Convenient Poolside Location W ...

    From $204 per night (USD)

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    Details
  • Coconut Cove 3BR w/ Heated Saltwater Pool
    From $267 per night (USD)

    Expedia

    Coconut Cove 3BR w/ Heated Saltwater Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Cozy 3BR+2BA -sleeps 6 guests. Comes fully stocked with everything you'd need while away from home. Its modern look and ...

    From $267 per night (USD)

    Expedia

    Details
  • Luxury Paradise - Resort style Heated Pool and Spa
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    Luxury Paradise - Resort style Heated Pool and Spa

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    13

    Five-bedroom home with a luxury resort-style saltwater heated pool and spa in a lush, tropical setting and back yard Tik ...

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    Details
  • Beautiful Tampa Bay Pool Home Near Gulf Beaches
    From $367 per night (USD)

    Expedia

    Beautiful Tampa Bay Pool Home Near Gulf Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entert ...

    From $367 per night (USD)

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    Details
  • Madeira beach+Johns pass 8 minutes away, heated pool, Pinellas Trail modern home
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    Madeira beach+Johns pass 8 minutes away, heated pool, Pinellas Trail modern home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Relax and kick back at this weekend family or couples getaway. Located just 8 minutes from Madeira beach and Johns pass, ...

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    Details
  • 2 Homes! - 4 MN to Madiera BCH - Hottub - HTD Pool
    From $851 per night (USD)

    Expedia

    2 Homes! - 4 MN to Madiera BCH - Hottub - HTD Pool

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    16

    Perched a mere 4-minute drive from the sun-kissed shores of Madeira Beach, our 7-bedroom accommodation rests on a spacio ...

    From $851 per night (USD)

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    Details
  • Private Seminole Pool Home l Just minutes to the beach!
    From $266 per night (USD)

    VRBO

    Private Seminole Pool Home l Just minutes to the beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to your ideal vacation retreat in Seminole, Florida! Nestled in the heart of the Sunshine State, this newly remo ...

    From $266 per night (USD)

    VRBO

    Details
  • SunCoast Beach & Pool Home
    From $498 per night (USD)

    Expedia

    SunCoast Beach & Pool Home

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    " Great Central Beach Location" This Pool Home is Walkable to Madera beach! Between clearwater and Fort Desoto. The Vaca ...

    From $498 per night (USD)

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    Details
  • Pool | King Bed | Amenity Packed | Family Friendly
    From $300 per night (USD)

    VRBO

    Pool | King Bed | Amenity Packed | Family Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Summary: Yearning for a slice of paradise? Kick back in this roomy 3-bedroom, 2-bathroom abode just minutes from many Gu ...

    From $300 per night (USD)

    VRBO

    Details
  • St. Pete Haven: Private 3 Bedroom, 1.5 Bath Home
    From $253 per night (USD)

    Expedia

    St. Pete Haven: Private 3 Bedroom, 1.5 Bath Home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Come discover this beautiful, unique, and spacious St Pete home. This home is a haven and has a tranquil backyard. *HOT ...

    From $253 per night (USD)

    Expedia

    Details