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

Oct 14 – Nov 13, 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

Oct 14 – 21, 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)

$622.63 USD total for 3 nights

Oct 16 – 19, 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

$2,078.72 USD total for 3 nights

Oct 19 – 22, 2026

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)

$927.37 USD total for 3 nights

Oct 29 – Nov 1, 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 14 – 17, 2026

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)
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

Oct 18 – 21, 2026

Welcome to Emperor Rentals!
Prepare and make great meals in our wonderful spacious and fully equipped kitchen. If you love cooking, this property is great for you! Book it now!
Our large living area with comfortable L-Shaped modern couch will ensure a great and relaxing time for all of our guests. If you have any questions about this property, please send us an inquiry today!
Relax after a long day of activities with family and friends. Have an amazing sleep in this beautiful room that has a queen-size bed, TV, drawers, and closet.
Aerial side view of our amazing property! Worry not about kids playing in the fully fenced backyard during your stay! Inquire about this property now!

Paradise Cove House

4 bedrooms·1 bath
Pinellas Park • Florida
5(59 reviews)

$1,020.15 USD total for 3 nights

Oct 16 – 19, 2026

Stylish retreat with heated pool, hot tub, game room, and bright modern interiors
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach

Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach

3 bedrooms·2 baths
Largo • Florida
5(17 reviews)

$919.00 USD total for 3 nights

Oct 25 – 28, 2026

Welcome to Emperor Rentals!
Have an amazing barbecue party while swimming with family and friends!
Kids have a great space to play and run around in our beautiful backyard!
Comfortable bed to ensure you get the rest you deserve your entire stay
Feel cozy and refreshed on our beautiful couch and enjoy the well-lit environment. Make unforgettable memories with family and friends during you vacation!

Serenity Stay Villa

4 bedrooms·2 baths
Largo • Florida
5(26 reviews)

$839.16 USD total for 3 nights

Oct 18 – 21, 2026

Casa Noir by Perez Benitez image 1
Casa Noir by Perez Benitez image 2
Casa Noir by Perez Benitez image 3
Casa Noir by Perez Benitez image 4
Casa Noir by Perez Benitez image 5

Casa Noir by Perez Benitez

4 bedrooms·2 baths
St. Petersburg • Florida
5(6 reviews)

$720.00 USD total for 3 nights

Oct 14 – 17, 2026

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

Oct 14, 2026 – Jan 12, 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

Oct 14, 2026 – Jan 12, 2027

Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest

Funshine Flamingo's Nest

1 bedroom·1 bath
Largo • Florida

$765.90 USD total for 4 nights

Jan 31 – 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

Oct 14 – 17, 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

Oct 18 – 21, 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)
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

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

Nov 29 – Dec 27, 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
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

Private studio/pets friendly/10 mins to Downtown
Private studio/pets friendly/10 mins to Downtown
Private studio/pets friendly/10 mins to Downtown
Private studio/pets friendly/10 mins to Downtown
Private studio/pets friendly/10 mins to Downtown

Private studio/pets friendly/10 mins to Downtown

0 bedrooms·1 bath
St. Petersburg • Florida
4.32(19 reviews)

$316.00 USD total for 3 nights

Oct 14 – 17, 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

Nov 3 – Dec 1, 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 14 – 20, 2026