Private pool deck with lounge chairs, pool noodles, and floats included. Fully fenced, tropical landscaping, sleeps 10. Gulfport/South St. Pete, FL.
Primary king suite — palm-leaf mural, neon accent, woven pendant lights, and barn door entry to private spa ensuite. St. Petersburg, FL vacation rental.
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.
The Disco Lounge at Tropical Disco — retro-inspired gathering space with coral sectional, palm-print ceiling, multiple disco balls, and neon signs. St. Pete, FL.
Spa-like ensuite — dual marble vanity, backlit mirror, palm-leaf mural walls, and oversized walk-in rain shower. St. Pete, FL pool home.

Tropical Disco | Pool & Fire Pit | St. Pete Beach

4 bedrooms·2 baths
Gulfport • Florida
5(179 reviews)
$179 – $787/ night(excl. fees & taxes)
🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴
🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴
🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴
🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴
🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

3 bedrooms·2 baths
Largo • Florida
5(49 reviews)

$1,071.80 USD total for 3 nights

Sep 7 – 10, 2026

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 for 3 nights

Sep 7 – 10, 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)
$275 – $285/ night(excl. fees & taxes)
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)

$1,497.00 USD total for 3 nights

Sep 7 – 10, 2026

Golden-hour fire pit at Sun Oasis — teal Adirondack chairs, real wood flames, lush tropical palms, and a screened pool glowing in the background. The perfect Florida evening.
Game room open to the main living area at Sun Oasis — foosball table in the foreground, dartboard on the wall, and a seamless view through to the coastal living room and kitchen beyond.
Screened-in private pool at Sun Oasis, a vacation rental in St. Petersburg, FL — crystal-clear water, lounge chairs, and lush tropical landscaping in a fully fenced backyard.
Open-concept living room at Sun Oasis with a large smart TV, fireplace credenza, coastal turtle artwork, beachy blue-and-white decor, and views straight through to the fully equipped kitchen.
lounge out in yard under the sun for some summer relaxation

Sun Oasis | Game Room, Pool, Fire Pit | Near Beach

3 bedrooms·2 baths
St. Petersburg • Florida
5(72 reviews)
$179 – $359/ night(excl. fees & taxes)
#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa
#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa
#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa
#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa
#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

13 bedrooms·7 baths
Tampa • Florida

$7,054.88 USD total for 3 nights

Sep 7 – 10, 2026

Studio w/ yard & parking, near beach & downtown. image 1
Studio w/ yard & parking, near beach & downtown. image 2
Studio w/ yard & parking, near beach & downtown. image 3
Studio w/ yard & parking, near beach & downtown. image 4
Studio w/ yard & parking, near beach & downtown. image 5

Adorable Studio West, close to beaches & downtown

0 bedrooms·1 bath
St. Petersburg • Florida
4.72(50 reviews)

$2,881.44 USD $2,348.15 USD total for 28 nights

Sep 25 – Oct 23, 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

Sep 7 – 10, 2026

Modern Cozy Spot. Near Beach & DT. Yard & Parking image 1
Modern Cozy Spot. Near Beach & DT. Yard & Parking image 2
Modern Cozy Spot. Near Beach & DT. Yard & Parking image 3
Modern Cozy Spot. Near Beach & DT. Yard & Parking image 4
Modern Cozy Spot. Near Beach & DT. Yard & Parking image 5

Adorable Studio East, close to beaches & downtown

0 bedrooms·1 bath
St. Petersburg • Florida
4.88(41 reviews)

$2,881.44 USD $2,214.83 USD total for 28 nights

Oct 22 – Nov 19, 2026

Free cancellation
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo

Holiday Villa II #103 Beachside Condo

2 bedrooms·2 baths
Indian Shores • Florida
5(86 reviews)
$235 – $500/ night(excl. fees & taxes)
Park & Pool Across the Street and 9 Mins to Beach
Park & Pool Across the Street and 9 Mins to Beach
Park & Pool Across the Street and 9 Mins to Beach
Park & Pool Across the Street and 9 Mins to Beach
Park & Pool Across the Street and 9 Mins to Beach

Park & Pool Across the Street and 9 Mins to Beach

4 bedrooms·2 baths
St. Petersburg • Florida
4.95(43 reviews)

$1,593.00 USD total for 7 nights

Sep 7 – 14, 2026

The Walters 1
The Walters 2
Living Room
Pool 1
Kitchen and Dining Area

The Walters

3 bedrooms·2 baths
St. Petersburg • Florida
5(21 reviews)

$774.05 USD total for 3 nights

Sep 8 – 11, 2026

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

1 bedroom·1 bath
Dunedin • Florida
5(93 reviews)

$622.05 USD total for 3 nights

Sep 7 – 10, 2026

A fun outdoor game area for adults and kids alike, featuring putt putt golf, ladder ball, axe throwing, giant Connect 4, and cornhole. Cozy string lights create a welcoming vibe, perfect for family fun, friendly competition, and relaxing evenings.
Florida Vacation Pool Home in Largo
While kids enjoy games like cornhole, adults can relax by the cozy fire pit or gather for an outdoor movie night, creating the perfect balance of fun and relaxation for everyone.
Relax and unwind in the spacious six-person hot tub, perfect for soaking under the open sky after a long day. Designed for comfort and group enjoyment, it’s ideal for couples, families, or friends looking to enjoy a warm, private retreat during their stay.
Florida Vacation Pool Home in Largo

Florida Vacation Pool Home in Largo

3 bedrooms·2 baths
Largo • Florida
5(4 reviews)

$988.84 USD total for 3 nights

Sep 21 – 24, 2026

Exterior view of Studio East & Studio West. Each studio has private entrance and private yard, connected with a gate.
Studio 1 (East) private porch
Studio 1 (East) private porch and outdoor
Studio 1 (East)
Studio 1 (East)

Adorable Pair - 2 private modern studios

2 bedrooms·2 baths
St. Petersburg • Florida
4.5(2 reviews)

$6,068.04 USD total for 28 nights

Oct 22 – Nov 19, 2026

Free cancellation
HOLIDAY VILLAS III- 605
HOLIDAY VILLAS III- 605
HOLIDAY VILLAS III- 605
HOLIDAY VILLAS III- 605
HOLIDAY VILLAS III- 605

HOLIDAY VILLAS III- 605

2 bedrooms·2 baths
Indian Shores • Florida
5(26 reviews)

$4,948.63 USD total for 7 nights

Sep 7 – 14, 2026

Driftwood Sands #307
Driftwood Sands #307
Driftwood Sands #307
Driftwood Sands #307
Driftwood Sands #307

Driftwood Sands #307

3 bedrooms·2 baths
Indian Rocks Beach • Florida
5(4 reviews)

$5,675.99 USD total for 28 nights

Sep 8 – Oct 6, 2026

Adorable Casa - Close to beach & downtown
Living room
Adorable Casa - Close to beach & downtown
Adorable Casa - Close to beach & downtown
Adorable Casa - Close to beach & downtown

Adorable Casa - Close to beach & downtown

4 bedrooms·3 baths
St. Petersburg • Florida

$12,294.04 USD $9,903.23 USD total for 28 nights

Oct 22 – Nov 19, 2026

Free cancellation
Mermaid Manor. Only 2 block to the BEACH!
Mermaid Manor - Waterfront | Dolphins & Sunsets
Mermaid Manor - Waterfront | Dolphins & Sunsets
Mermaid Manor - Waterfront | Dolphins & Sunsets
Mermaid Manor - Waterfront | Dolphins & Sunsets

Mermaid Manor - Waterfront | Dolphins & Sunsets

2 bedrooms·2 baths
Treasure Island • Florida

$696.39 USD total for 3 nights

Sep 12 – 15, 2026

1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 1
1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 2
1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 4
1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 5
1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 6

1Bedroom/ 10 mins to Downtown Saint Peterburg

1 bedroom·1 bath
St. Petersburg • Florida
4.36(25 reviews)
$85 – $95/ night(excl. fees & taxes)
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)

$1,605.00 USD total for 5 nights

Sep 12 – 17, 2026

Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long

Save Book Thanksgiving Now Special Won't Last Long

4 bedrooms·3 baths
Clearwater • Florida
4.58(98 reviews)

$2,350.00 USD total for 3 nights

Sep 7 – 10, 2026

Living Room
A serene and private fenced in Courtyard/Backyard with an outdoor grill.
Patio with Grill
Architecture details about the house
Open floor with Living Room, two Dining areas and Kitchen

Award winning ARCHITECT designed home DOWNTOWN&BAY

3 bedrooms·2½ baths
St. Petersburg • Florida
5(72 reviews)

$4,450.00 USD total for 30 nights

Sep 7 – Oct 7, 2026