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

$828.07 USD total for 3 nights

Nov 7 – 10, 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

$875.74 USD total for 3 nights

Nov 7 – 10, 2026

Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport

Tampa Getaway Heated Pool House | Beaches/Airport

4 bedrooms·2 baths
Tampa • Florida
4.88(57 reviews)

$755.00 USD total for 3 nights

Nov 7 – 10, 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)

$2,182.00 USD total for 6 nights

Nov 7 – 13, 2026

The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage

The Bayou Breeze Cottage

1 bedroom·1 bath
St. Petersburg • Florida
5(40 reviews)

$398.66 USD $334.93 USD total for 3 nights

Nov 16 – 19, 2026

The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage

The Coffee Pot Cottage

2 bedrooms·1 bath
St. Petersburg • Florida
5(30 reviews)

$571.21 USD $476.97 USD total for 3 nights

Nov 8 – 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 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 7 – 12, 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)

$2,681.74 USD $2,071.31 USD total for 28 nights

Nov 23 – Dec 21, 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)

$6,282.04 USD total for 28 nights

Dec 3 – 31, 2026

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 7 – 14, 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 7 – Dec 7, 2026

Adorable Private Cottage close to beach & downtown
Adorable Private Cottage close to beach & downtown
Adorable Private Cottage close to beach & downtown
Adorable Private Cottage close to beach & downtown
Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

2 bedrooms·1 bath
St. Petersburg • Florida
5(268 reviews)
$159 – $1,999/ night(excl. fees & taxes)
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)

$3,181.04 USD $2,587.83 USD total for 28 nights

Dec 3 – 31, 2026

Holiday Family Retreat. 4BR/3BA + Private Suites
Living room
Holiday Family Retreat. 4BR/3BA + Private Suites
Holiday Family Retreat. 4BR/3BA + Private Suites
Holiday Family Retreat. 4BR/3BA + Private Suites

Holiday Family Retreat. 4BR/3BA + Private Suites

4 bedrooms·3 baths
St. Petersburg • Florida
$399/ night(excl. fees & taxes)
Modern 2BR/2BA w/ King Bed, Pool + Gym #10
Modern 2BR/2BA w/ King Bed, Pool + Gym #10
Modern 2BR/2BA w/ King Bed, Pool + Gym #10
Modern 2BR/2BA w/ King Bed, Pool + Gym #10
Modern 2BR/2BA w/ King Bed, Pool + Gym #10

Modern 2BR/2BA w/ King Bed, Pool + Gym #10

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

$612.46 USD $566.47 USD total for 3 nights

Nov 10 – 13, 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

$676.10 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

$609.40 USD total for 3 nights

Apr 22 – 25, 2027

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)

$1,042.93 USD total for 3 nights

Nov 9 – 12, 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)

$507.27 USD total for 3 nights

Nov 7 – 10, 2026

Screened private pool with sun shelf, flamingo float, and shaded patio dining
Screened private pool with lounge chairs, grill, and fun flamingo floats
Screened pool with flamingo floats and shaded outdoor dining
Sunny screened pool retreat with loungers, floats, and outdoor dining
Private screened pool with fun flamingo floats and relaxing lanai seating

Family Getaway •Pool, Arcade Room, BBQ & Fire Pit

5 bedrooms·4 baths
Tampa • Florida

$1,633.00 USD $1,440.55 USD total for 3 nights

Nov 7 – 10, 2026

Screened pool patio with shaded dining, lounge seating, and fun floats
Screened private pool with loungers, floats, and sunny outdoor dining
Private pool patio with flamingo floats, lounge seating, and poolside drinks
Private screened pool with lounge seating and fun flamingo floats
Screened private pool with loungers, spa entry, and vibrant outdoor seating

Tampa Getaway-Heated Pool,Game Room,BBQ & Fire Pit

4 bedrooms·3 baths
Tampa • Florida

$1,280.00 USD $1,133.75 USD total for 3 nights

Nov 7 – 10, 2026

Plush king bed with fresh linens and large smart TV for ultimate comfort.
Cozy Apt, King Bed + Huge TV, Near TPA & Stadium
Cozy Apt, King Bed + Huge TV, Near TPA & Stadium
Fast WiFi and a dedicated workspace- perfect for remote work or study
Kick back and relax. Pull out couch gives a flexible space for couples or small families

Cozy Apt, King Bed + Huge TV, Near TPA & Stadium

1 bedroom·1 bath
Tampa • Florida

$330.00 USD total for 3 nights

Nov 7 – 10, 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