Private screened pool with lounge chairs and easy indoor-outdoor access
Primary bedroom — king bed with coastal luxury bedding, wall-mounted smart TV, and direct sliding glass door access to the private screened pool.
Coastal dining room at Sun Oasis — a farmhouse-style table set for six with blue place settings and teal glassware, teal front door visible beyond, flowing into the living room.
Full living room — two plush sofas, striped armchair, coastal round ottoman, oversized Oasis on 40th turtle 70-inch TV art, guest book on the coffee table, and the game room archway beyond.
Screened private pool with string lights for relaxing evening swims

Sun Oasis Heated Pool Game Room and Wood Fire Pit Near St Pete Beaches

3 bedrooms·2 baths
St. Petersburg • Florida
5(72 reviews)

$707.18 USD total for 3 nights

Oct 25 – 28, 2026

Living room with Full Size sleep sofa
Private condo steps to beach (3)
Private condo steps to beach (3)
Newly remodeled bathroom as of 1/2024
Fully equipped kitchen

Private condo steps to beach (3)

1 bedroom·1 bath
St. Pete Beach • Florida

$1,511.70 USD total for 6 nights

Oct 23 – 29, 2026

cozy living room
modern kitchen
modern bedroom
coffee station
front door

Seashell Studio sanctuary by the sea

1 bedroom·1 bath
St. Petersburg • Florida
Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach
Front of house.
Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach
Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach
Beautiful day at the beach

Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach

2 bedrooms·2 baths
St. Pete Beach • Florida
4.99(71 reviews)

$4,173.38 USD $3,586.60 USD total for 7 nights

Nov 11 – 18, 2026

Pass-a-Grille Gulf Front Cottage, Ocean View
Pass-a-Grille Gulf Front Cottage, Ocean View
Pass-a-Grille Gulf Front Cottage, Ocean View
Pass-a-Grille Gulf Front Cottage, Ocean View
Beach. Steps from the cottage

Pass-a-Grille Gulf Front Cottage, Ocean View

1 bedroom·1 bath
St. Pete Beach • Florida
4.85(27 reviews)

$7,476.17 USD $6,392.55 USD total for 28 nights

Dec 1 – 29, 2026

Tampa Bay 1BR Suite with Pool & Beach Access image 1
Tampa Bay 1BR Suite with Pool & Beach Access image 2
Tampa Bay 1BR Suite with Pool & Beach Access image 3
Tampa Bay 1BR Suite with Pool & Beach Access image 4
Tampa Bay 1BR Suite with Pool & Beach Access image 5

Tampa Bay 1BR Suite with Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$569.29 USD total for 3 nights

Oct 23 – 26, 2026

Tampa Bay Double Queen w/Pool & Beach Access image 1
Tampa Bay Double Queen w/Pool & Beach Access image 2
Tampa Bay Double Queen w/Pool & Beach Access image 3
Tampa Bay Double Queen w/Pool & Beach Access image 4
Tampa Bay Double Queen w/Pool & Beach Access image 5

Tampa Bay Double Queen w/Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$623.77 USD total for 3 nights

Oct 23 – 26, 2026

Toes in the water...
Kitchen / eating area
Kitchen
Eating Area
Catch sunsets like this just a 2 min walk from your front door.

St Pete Beach Condo - Steps to the Sand! Pool, Pickleball, Dual Gulf & Bay Views

2 bedrooms·2 baths
St. Pete Beach • Florida

$1,130.00 USD total for 3 nights

Oct 23 – 26, 2026

St Pete Beach Condo (2)
St Pete Beach Condo (2)
St Pete Beach Condo (2)
St Pete Beach Condo (2)
St Pete Beach Condo (2)

St Pete Beach Condo (2)

1 bedroom·1½ baths
St. Pete Beach • Florida

$18,060.00 USD $16,269.00 USD total for 90 nights

Oct 23, 2026 – Jan 21, 2027

St Pete Beach Condo (1)
St Pete Beach Condo (1)
St Pete Beach Condo (1)
St Pete Beach Condo (1)
St Pete Beach Condo (1)

St Pete Beach Condo (1)

1 bedroom·1½ baths
St. Pete Beach • Florida

$19,504.80 USD total for 90 nights

Nov 2, 2026 – Jan 31, 2027

Pool
Kitchen
Patio
Patio
Patio

Pond-side ART-home with private pool. DOGS WELCOME

5 bedrooms·3 baths
Pinellas Park • Florida
5(20 reviews)
$318/ night(excl. fees & taxes)
Poolside meets game time
From the heated pool and hot tub to the game courts, fire pit, and outdoor lounging areas—our backyard is designed for the ultimate getaway experience.
Soak in the hot tub before or after a refreshing dip in the pool—perfect for relaxing mornings, sunset wind-downs, or starlit evenings.
The ultimate bunk room & play space! Featuring 6 queen-size bunk beds, this fun-filled room is perfect for kids, teens, and groups to sleep, play, and make unforgettable memories together.
Enjoy our spacious mini golf course—perfect for friendly competition, family fun, and laid-back afternoons right at the property.

7mi to AMI w/ Pickleball+Golf | Htd Pool+Tiki Hut

5 bedrooms·3 baths
Bradenton • Florida

$2,280.98 USD total for 3 nights

Oct 26 – 29, 2026

Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater
Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater
Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater
Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater
Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater

Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater

9 bedrooms·3 baths
Bradenton • Florida

$6,961.92 USD total for 3 nights

Oct 23 – 26, 2026

Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views

Golf Course and Private Pool Views

2 bedrooms·2 baths
Manatee County • Florida

$13,700.00 USD total for 60 nights

Oct 23 – Dec 22, 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

$3,150.00 USD total for 30 nights

Mar 26 – Apr 25, 2027

Dive into your own private paradise! Welcome to your "Happy Place" with a private fully-fenced backyard, surrounded by mature palm trees and a spacious HEATED SALTWATER POOL, plus tons of color changing lights!
Covered patio with fire pit, dining area & BBQ—perfect evenings
The sunlit Family Room with sparkling swimming pool views, an expansive L-shaped couch, oversized ottoman, children's books, games, and Smart TV for endless entertainment options, make it the perfect hub for relaxation and family fun!
Screened pool oasis with loungers, travertine deck & sunset views
Stainless LG appliances Quartz countertops Child & baby-friendly amenities Fully Stocked

Heated Pool+5mile to AMI & IMG+Kid Friendly

4 bedrooms·2 baths
Bradenton • Florida
5(114 reviews)

$1,380.23 USD total for 4 nights

Oct 23 – 27, 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)

$1,317.00 USD total for 3 nights

Oct 23 – 26, 2026

Sitting Area w/fireplace and desk
Floorplan layout
Workspace w/2GB Fiber Internet
Full kitchen w/new appliances
Coffee Bar w/K-cups, tea, sugar

Bradenton Boho Bungalow

3 bedrooms·2 baths
Bradenton • Florida

$1,008.00 USD total for 3 nights

Oct 23 – 26, 2026

Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches

Gulf Coast Home w/Private Pool Near AMI & Beaches

4 bedrooms·3 baths
Bradenton • Florida
5(22 reviews)

$3,424.96 USD total for 5 nights

Oct 23 – 28, 2026

Our home is in the left side of the picture.
The front of our home.
Sunset View
Established 2019
Entry

Craig House with Heated Pool

3 bedrooms·2 baths
Bradenton • Florida
4.8(107 reviews)

$1,150.60 USD $1,104.12 USD total for 5 nights

Oct 30 – Nov 4, 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)

$614.72 USD total for 3 nights

Oct 23 – 26, 2026

Relax and unwind in the covered seating area next to the pool, with comfortable outdoor furniture and a dining table
The incredible outdoor space truly sets this home apart.The new saltwater pool with a spa and sunshelf were completed in spring 2023.
Guests love that the living room flows directly out to the pool and lanai!
The kitchen includes a backsplash made of real shells, floating driftwood shelves made by a local artist, granite countertops, and all the appliances and accessories you will need.
The primary bedroom has a king bed, armoire and dresser for clothing storage, and direct access to the swimming pool.

Palma Janoli

3 bedrooms·2 baths
Bradenton • Florida
5(110 reviews)

$2,567.16 USD total for 3 nights

Dec 26 – 29, 2026

Palma Rosa and Palma Janoli
The incredible outdoor space truly sets this home apart.The new saltwater pool with a spa and sunshelf were completed in spring 2023.
Palma Rosa's outdoor space includes a covered outdoor seating/dining area with an outdoor TV
Easily walk between the two houses.
Relax and unwind in the covered seating area next to the pool, with comfortable outdoor furniture and a dining table

Palma Rosa and Palma Janoli

6 bedrooms·4 baths
Bradenton • Florida

$6,126.75 USD total for 3 nights

Dec 26 – 29, 2026

Guests love the outdoor space of this home, which includes a heated pool, covered seating area with a Roku TV, outdoor dining space and mural. Everything is screened so bugs and tropical wildl
The home has a large heated pool, with new paver deck and new pool cage!
The garage of the home has foosball, darts, and a pingpong table. There are beach chairs, toys, and umbrellas available for guests to use.
Enjoy a movie night after a day at the beach! The living room has a large cozy sectional, tv, and fireplace.
The primary bedroom flows right out to the pool!

Palma Rosa

3 bedrooms·2 baths
Bradenton • Florida
5(41 reviews)

$1,139.84 USD total for 3 nights

Nov 13 – 16, 2026