Featured
Private courtyard patio with dining for 4.
Private courtyard patio
Courtyard patio
Exterior detail
Living area

Comforts of Home in Secure Gated Community Just 2 Miles from Anna Maria Island

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

$6,302.00 USD total for 30 nights

Nov 6 – Dec 6, 2026

Heated pool with large sun deck for relaxing and vibing
Paddle boarding just off the dock around mangroves.
Mangrove Haven
Mangrove Haven

Mangrove Haven

3 bedrooms·3 baths
St. Petersburg • Florida

$2,029.23 USD total for 3 nights

Nov 16 – 19, 2026

Waterfront Home with Heated Pool 2 Mi from Beaches
Waterfront Home with Heated Pool 2 Mi from Beaches
Waterfront Home with Heated Pool 2 Mi from Beaches
Waterfront Home with Heated Pool 2 Mi from Beaches
Waterfront Home with Heated Pool 2 Mi from Beaches

Waterfront Home with Heated Pool 2 Mi from Beaches

3 bedrooms·2 baths
St. Petersburg • Florida
4.9(51 reviews)

$1,197.00 USD total for 3 nights

Nov 15 – 18, 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

Private Guest suite/Patio/Laundry/Parking/Beach
Private Guest suite/Patio/Laundry/Parking/Beach
Private Guest suite/Patio/Laundry/Parking/Beach
Private Guest suite/Patio/Laundry/Parking/Beach
Private Guest suite/Patio/Laundry/Parking/Beach

Private Guest suite/Patio/Laundry/Parking/Beach

1 bedroom·1 bath
St. Petersburg • Florida
4.46(13 reviews)

$625.00 USD total for 7 nights

Nov 6 – 13, 2026

Flamingo House Tropical Oasis Bike Trail Tennis ct
Flamingo House Tropical Oasis Bike Trail Tennis ct
Flamingo House Tropical Oasis Bike Trail Tennis ct
Flamingo House Tropical Oasis Bike Trail Tennis ct
Flamingo House Tropical Oasis Bike Trail Tennis ct

Flamingo House Tropical Oasis Bike Trail Tennis ct

3 bedrooms·1 bath
St. Petersburg • Florida
4.63(19 reviews)

$3,949.00 USD total for 30 nights

Nov 6 – Dec 6, 2026

Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill
Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill
Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill
Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill
Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill

Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill

2 bedrooms·1 bath
St. Petersburg • Florida
5(4 reviews)

$750.00 USD total for 5 nights

Nov 6 – 11, 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
Private tropical pool oasis with loungers, shade, and resort-style vibes
Tropical-inspired bedroom with en suite bath and stylish barn door
Private pool deck with lounge chairs, pool noodles, and floats included. Fully fenced, tropical landscaping, sleeps 10. Gulfport/South St. Pete, FL.
Private tropical pool oasis with loungers, shade, and lush palms
Open-plan living and kitchen — 65-inch smart TV, breakfast bar with 4 stools, and mustard yellow sofas. 4-bedroom vacation rental, St. Petersburg, FL.

Tropical Disco 70s Disco Lounge and Heated Pool Near St Pete Beach

4 bedrooms·2 baths
St. Petersburg • Florida
5(187 reviews)

$1,044.00 USD total for 3 nights

Nov 9 – 12, 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

Nov 6 – 9, 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)

$594.38 USD total for 3 nights

Nov 18 – 21, 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)

$504.93 USD total for 3 nights

Nov 6 – 9, 2026

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 for 3 nights

Apr 22 – 25, 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 for 3 nights

Apr 22 – 25, 2027

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

Nov 6, 2026 – Feb 4, 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 6, 2026 – Feb 4, 2027

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

Nov 6 – 9, 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)

$2,202.00 USD total for 6 nights

Nov 6 – 12, 2026

Prime location, Pool Oasis near St. Pete Beach
Prime location, Pool Oasis near St. Pete Beach
Prime location, Pool Oasis near St. Pete Beach
Prime location, Pool Oasis near St. Pete Beach
Prime location, Pool Oasis near St. Pete Beach

Prime location, Pool Oasis near St. Pete Beach

2 bedrooms·2 baths
St. Petersburg • Florida
5(39 reviews)

$1,501.25 USD total for 3 nights

Nov 6 – 9, 2026

House
Bedroom
Ruhiges Zimmer mit tropischem Pool und Strandzugang
Pool Outdoor
Inside other

Ruhiges Zimmer mit tropischem Pool und Strandzugang

1 bedroom·1 bath
St. Petersburg • Florida
Miscellaneous
Beach
Miscellaneous
Miscellaneous
Terrace/patio

Waterfront 3BR 2 1/2 Bath, Amazing View-Sunrises!

3 bedrooms·2½ baths
St. Pete Beach • Florida
5(3 reviews)

$13,750.00 USD total for 30 nights

Jan 1 – 31, 2027

The Beautiful Treasure
The Beautiful Treasure
The Beautiful Treasure
The Beautiful Treasure
The Beautiful Treasure

The Beautiful Treasure

2 bedrooms·1 bath
St. Petersburg • Florida
5(34 reviews)

$1,432.27 USD $1,059.23 USD total for 7 nights

Nov 9 – 16, 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

Nov 6 – 12, 2026

Your favorite beach getaway (4)
Your favorite beach getaway (4)
Your favorite beach getaway (4)
Shared Laundry room located on 1st flooor
Your favorite beach getaway (4)

Your favorite beach getaway (4)

1 bedroom·1 bath
St. Pete Beach • Florida
5(3 reviews)

$1,606.00 USD total for 6 nights

Nov 6 – 12, 2026