10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball

10mins to Madeira Beach, Elongated Pool/spa w/Foosball

3 bedrooms·0 baths
Seminole • Florida

661,00 $ USD total por 3 noches

23–26 oct 2026

The Downtown Dali House City of St. Petersburg image 1
The Downtown Dali House City of St. Petersburg image 2
The Downtown Dali House City of St. Petersburg image 3
The Downtown Dali House City of St. Petersburg image 4
The Downtown Dali House City of St. Petersburg image 5

The Downtown Dali House City of St. Petersburg

3 bedrooms·2 baths
St. Petersburg • Florida
4.86(7 reviews)

1190,00 $ USD total por 3 noches

23–26 oct 2026

Screened tropical pool retreat with cozy lighting and resort-style vibes
Twilight backyard retreat with private putting green and screened patio
Coastal-inspired game room with pool table for fun indoor hangouts
Private backyard movie nights under the string lights
Cozy fire pit, outdoor movie nights, and a resort-style screened pool

Sunny Daze Getaway

4 bedrooms·2 baths
Seminole • Florida

962,00 $ USD total por 3 noches

1–4 nov 2026

Treasure Island Waterfront Luxury Condo image 5
Treasure Island Waterfront Luxury Condo image 1
Treasure Island Waterfront Luxury Condo image 2
Treasure Island Waterfront Luxury Condo image 3
Treasure Island Waterfront Luxury Condo image 4

Treasure Island Waterfront Luxury Condo

2 bedrooms·2 baths
Treasure Island • Florida
5(3 reviews)

2202,00 $ USD total por 6 noches

27 oct – 2 nov 2026

Seasonal Waterfront Vacation Condo
Seasonal Waterfront Vacation Condo
Seasonal Waterfront Vacation Condo
Seasonal Waterfront Vacation Condo
Seasonal Waterfront Vacation Condo

Seasonal Waterfront Vacation Condo

1 bedroom·1 bath
South Pasadena • Florida

3150,00 $ USD total por 30 noches

26 mar – 25 abr 2027

Peaceful Pond Paradise
Peaceful Pond Paradise
Peaceful Pond Paradise
Peaceful Pond Paradise
Front seating area

Peaceful Pond Paradise

3 bedrooms·2 baths
Largo • Florida
5(10 reviews)

582,00 $ USD total por 3 noches

24–27 oct 2026

Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 1
Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 2
Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 3
We have since added a couple outdoor chairs and a table here
Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 5

Chill & Play: 4br home- Heated Pool, Lanai, Beach!

4 bedrooms·2 baths
Largo • Florida
4.93(45 reviews)

1047,50 $ USD total por 3 noches

25–28 oct 2026

Property grounds
Living area
Private kitchen
Outdoor dining
Living area

Beachfront Condo at La Contessa!, 3BD/3BA, Poolside Cabana, Private Fishing Pier

3 bedrooms·3 baths
Redington Beach • Florida
5(12 reviews)

11.215,25 $ USD total por 30 noches

15 nov – 15 dic 2026

Beach Living & Shuffleboard
16100 2nd St - Web Quality (4)
Full-Equipped Kitchen for making family meals
16100 2nd St - Web Quality (22)
Backyard

She's A Shore Thing

3 bedrooms·2 baths
Redington Beach • Florida

1259,27 $ USD 1127,54 $ USD total por 3 noches

23–26 oct 2026

Sunset Walks on Sunset Beach
Sunset Walks on Sunset Beach
Sunset Walks on Sunset Beach
Sunset Walks on Sunset Beach
Sunset Walks on Sunset Beach

Sunset Walks on Sunset Beach

3 bedrooms·3 baths
Treasure Island • Florida
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat

FREE NIGHT! Aloha! Hawaiian surf inspired retreat

1 bedroom·2 baths
Treasure Island • Florida

609,40 $ USD total por 3 noches

22–25 abr 2027

FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!

FREE NIGHT! Jeffreys Bay African retreat!

2 bedrooms·1 bath
Treasure Island • Florida

676,10 $ USD total por 3 noches

22–25 abr 2027

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

2 bedrooms·2 baths
St. Petersburg • Florida
4.67(12 reviews)

3075,66 $ USD total por 28 noches

24 oct – 21 nov 2026

Funshine Sunset Beach - Steps from the beach!!
Funshine Sunset Beach - Steps from the beach!!
Funshine Sunset Beach - Steps from the beach!!
Funshine Sunset Beach - Steps from the beach!!
Funshine Sunset Beach - Steps from the beach!!

Funshine Sunset Beach - Steps from the beach!!

1 bedroom·1 bath
Treasure Island • Florida
5(142 reviews)

644,16 $ USD total por 3 noches

24–27 oct 2026

Waterfront Key West–style community, Stunning water views, glowing sunsets, and a laid-back island vibe ✨
King SUITE! Calm, Spacious and inviting, this KING bedroom features a plush KING-sized bed, with new bedding , dresser and 2 nighstands offering comfort and style for a restful night’s sleep in a beautifully designed space.
Stunning waterfront views from the bright, open-concept living room, dining area, and fully equipped kitchen. The perfect space to relax, gather, and make unforgettable memories by the water.
Nothing compares to swimming in the pool while breathing in the fresh ocean breeze.
WELCOME to your own private scenic beach, offering exclusive access to pristine sands and tranquil waters. Perfect for relaxing in solitude, soaking up the sun, or enjoying peaceful oceanfront moments.

Waterfront Escape | Private Beach + 2 Pools

1 bedroom·1 bath
St. Petersburg • Florida
4.5(16 reviews)

4379,88 $ USD 4225,30 $ USD total por 30 noches

24 oct – 23 nov 2026

A private resort oasis after dark- heated pool glowing under café lights, pickleball court, fire pit lounge, cabana seating, and total privacy. Designed for unforgettable evenings and elevated beach living, just 5 minutes from the shore.
The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities
The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities
The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities
The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

4 bedrooms·2 baths
Seminole • Florida
5(5 reviews)

1050,00 $ USD total por 3 noches

1–4 nov 2026

Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane

Paradise on Parkview Lane

3 bedrooms·1 bath
Largo • Florida
5(1 review)
$205 – $603/ noche(sin comisiones ni impuestos)
Beautiful 1BR Condo only steps to the water & fun! image 8
Beautiful 1BR Condo only steps to the water & fun! image 5
Beautiful 1BR Condo only steps to the water & fun! image 55
Beautiful 1BR Condo only steps to the water & fun! image 3
Welcome to beautiful North Redington Beach, FL.

No Cleaning Fee, 0min to Beach, 1BR w/ parking

1 bedroom·1 bath
North Redington Beach • Florida
5(46 reviews)

720,60 $ USD total por 4 noches

24–28 oct 2026

We have it all - beautiful beach and comfortable accommodation
Living room with queen sofa bed and upgraded mattress. Comfortable rocking chairs. Smart TV - guests can use their Netflix, Amazon movie's, Hulu, etc. Basic cable is available in the living room TV as well.
Heated community pool for residents and guests only. Hours of operations: 9am-10pm.
The condo and the beach - very short walk across beach parking lot. St. Pete Beach - votes #1 beach in US by TripAdvisor in 2021.
Living room, kitchen and the coffee station

Condo in Beachfront Resort with Heated Pool

1 bedroom·1 bath
St. Pete Beach • Florida
5(29 reviews)

597,77 $ USD total por 3 noches

24–27 oct 2026

Steps from the beach! Newly listed updated unit image 1
Cross the parking spaces and dunes... to have your toes in the sand. Famous beach bars /restaurants to the left of the peach condos on the left.
Steps from the beach! Newly listed updated unit image 3
primary bedroom
primary bedroom

Steps from the beach! Newly listed updated unit

2 bedrooms·1 bath
St. Pete Beach • Florida
4.94(16 reviews)
$389/ noche(sin comisiones ni impuestos)
Gulf Breeze Hideaway 5BR Home Close to Sand & Fun
Gulf Breeze Hideaway 5BR Home Close to Sand & Fun
Gulf Breeze Hideaway 5BR Home Close to Sand & Fun
Gulf Breeze Hideaway 5BR Home Close to Sand & Fun
Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

5 bedrooms·2 baths
Seminole • Florida
$230 – $3000/ noche(sin comisiones ni impuestos)
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge

Fully Equipped Modern 1BR, Grill, Outdoor Lounge

1 bedroom·1 bath
Seminole • Florida
$100 – $3000/ noche(sin comisiones ni impuestos)
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest

Funshine Flamingo's Nest

1 bedroom·1 bath
Largo • Florida
$74 – $130/ noche(sin comisiones ni impuestos)
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom

Largo Heated Pool + Hot Tub, sleeps 16, gameroom

3 bedrooms·2 baths
Largo • Florida
4.5(12 reviews)

1262,00 $ USD total por 3 noches

24–27 oct 2026