Water views,4m beach walk, boat dock, free parking
Water views,4m beach walk, boat dock, free parking
Water views,4m beach walk, boat dock, free parking
Water views,4m beach walk, boat dock, free parking
Water views,4m beach walk, boat dock, free parking

Water views,4m beach walk, boat dock, free parking

3 bedrooms·2½ baths
Clearwater • Florida
4.87(55 reviews)

$1,219.27 USD total for 3 nights

Nov 15 – 18, 2026

Property grounds
Outdoor dining
Interior
Private kitchen
Room

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 for 30 nights

Nov 15 – Dec 15, 2026

Dive into vacation mode with a sunny pool and playful float.
Resort-style St. Pete retreat with pool, game room & outdoor dining
Gather around the waterfront fire-pit seating area.
Tiki-style backyard bar with TV, ambient lighting, and private patio seating
Make game night a highlight of your stay with the foosball table.

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

7 bedrooms·6 baths
St. Petersburg • Florida

$2,265.00 USD total for 3 nights

Nov 15 – 18, 2026

SeaBreeze 101-Sunsets, sand, pool! Free parking
SeaBreeze 101-Sunsets, sand, pool! Free parking
SeaBreeze 101-Sunsets, sand, pool! Free parking
SeaBreeze 101-Sunsets, sand, pool! Free parking
SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

2 bedrooms·2 baths
Madeira Beach • Florida
5(31 reviews)

$1,096.10 USD total for 3 nights

Nov 15 – 18, 2026

Funshine Pointe Capri - Newly Renovated - Intercoastal Views
Funshine Pointe Capri - Newly Renovated - Intercoastal Views
Funshine Pointe Capri - Newly Renovated - Intercoastal Views
Funshine Pointe Capri - Newly Renovated - Intercoastal Views
Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

1 bedroom·1 bath
Treasure Island • Florida
5(178 reviews)

$591.72 USD total for 3 nights

Nov 22 – 25, 2026

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

$691.10 USD total for 3 nights

Apr 22 – 25, 2027

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

$624.40 USD total for 3 nights

Apr 22 – 25, 2027

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)

$497.91 USD total for 3 nights

Nov 18 – 21, 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

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)

$563.87 USD total for 3 nights

Nov 29 – Dec 2, 2026

FREE heated swimming Pool. SPA does not have a jet pump.
Large Heated Pool
4 bikes are provided with Helmets. 2 adults and 2 kids bike.
Garage game room. w/foosball table, pingpong, easel for kids
beach umbrellas, beach chairs and coolers are provided.

FREE Pool Heating! Pet-Friendly!!!SPECIAL PRICING 04/13-04/30 ONLY!!!

3 bedrooms·0 baths
Palm Harbor • Florida

$642.00 USD total for 3 nights

Nov 15 – 18, 2026

Huge 8BR Stay | Heated Pool, Game Room, Near Beach
Huge 8BR Stay | Heated Pool, Game Room, Near Beach
Huge 8BR Stay | Heated Pool, Game Room, Near Beach
Huge 8BR Stay | Heated Pool, Game Room, Near Beach
Bedroom 7. Kids Nerf Bedroom - 2 Single Beds. No EnSuite Bathroom. 2nd Floor

Huge 8BR Stay | Heated Pool, Game Room, Near Beach

8 bedrooms·7 baths
Palm Harbor • Florida

$2,137.00 USD total for 3 nights

Nov 22 – 25, 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

$1,489.10 USD total for 6 nights

Nov 15 – 21, 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)

$1,572.10 USD total for 6 nights

Nov 15 – 21, 2026

Bathroom
Kitchen
Beach
Building Arial View
St Pete Beach

St Pete Beachside Condo

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

$1,251.88 USD total for 5 nights

Nov 15 – 20, 2026

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)

$3,286.56 USD total for 28 nights

Nov 15 – Dec 13, 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)

$4,377.62 USD $4,223.15 USD total for 30 nights

Nov 15 – Dec 15, 2026

[Living area] Smart TV with Netflix & sofa bed
[Dining area] Free bikes, kayaks & beach gear are included in this rental!
[Kitchen] Fully stocked & equipped kitchen with updated appliances. Coffee maker & complimentary coffee provided.
[Living area] Smart TV with Netflix & sofa bed
Here's one of my 5-star reviews...improving every day!

Walk score 82 | bikes | kayak | 214mbps | foam bed

1 bedroom·1 bath
St. Petersburg • Florida

$525.00 USD total for 3 nights

Nov 15 – 18, 2026

[Entrance] Self-check in with keypad
[Exterior] Unit is located towards the back of the property
[Living area] Smart TV with Netflix
[Bathroom] Full size standing shower with plenty of warm water & great shower pressure.
[Living area] Sofa folds out into a sofa bed for additional sleeping space

Outskirt Downtown | 400ft² | bikes | kayak|netflix

1 bedroom·1 bath
St. Petersburg • Florida

$634.00 USD total for 3 nights

Nov 15 – 18, 2026

Front porch with rocking chairs and seating by the turquoise front door
Large banyan tree with sprawling roots and branches in a grassy park
Bedroom with a white bed, black metal frame, nightstands, lamps, and a window with blinds
Park pond with a fountain, surrounded by trees and grass
Dining room with a wooden table, white chairs, large windows, and a sideboard

Spacious Family Stay - Pet Friendly

3 bedrooms·2 baths
St. Petersburg • Florida
4.8(205 reviews)

$765.37 USD total for 3 nights

Nov 16 – 19, 2026

Welcome to our bungalow, The Banyan House in the Historic Uptown neighborhood
Beautiful park steps away
Small workspace nook with a wooden desk, chair, and plant by the windows
A stroll in the park
Front porch seating with cushioned chairs and a round table set with coffee cups

2x King en-Suites walkable Downtown Pet Friendly

2 bedrooms·2 baths
St. Petersburg • Florida
4.82(170 reviews)

$780.18 USD total for 3 nights

Nov 16 – 19, 2026

Welcome to our historic downtown bungalow
Book a dolphin tour with us
Stacked washer and dryer in a laundry nook
Group of guests outdoors holding pink and white balloons
Bedroom with white bedding, bedside tables, and a window overlooking palm trees

Sprawling 5BR Bungalow Home Perfect for Groups

5 bedrooms·4 baths
St. Petersburg • Florida
4.86(80 reviews)

$1,715.65 USD total for 3 nights

Nov 16 – 19, 2026

Large 2 story bungalow home with huge front porch
Need a great place close to everything for your friends for your bachelorette party?
Bedroom with a bed in white bedding, nightstands with lamps, and a window with blinds.
Look what our guests say about our space
Living room with a beige sofa, wooden coffee table, wall-mounted TV, and bookshelves.

Entire historic micro resort for your event

9 bedrooms·6 baths
St. Petersburg • Florida
4.83(18 reviews)

$3,150.48 USD total for 3 nights

Nov 16 – 19, 2026

Front porch with turquoise front door
Pick up a share bike in the park and bike to the waterfront
Covered front porch with outdoor seating
A stroll in the park
Backyard lawn with deck seating and umbrellas

Spacious 3Unit Retreat great for Groups & Families

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

$2,142.84 USD total for 3 nights

Nov 16 – 19, 2026