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Vacation rentals in Treasure Island, Florida, United States

Featured

Private courtyard patio with dining for 4.

Private courtyard patio

Courtyard patio

Exterior detail

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 7 – Dec 7, 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

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)

$438.45 USD total for 3 nights

Nov 10 – 13, 2026

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

$706.56 USD total for 3 nights

Nov 9 – 12, 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

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

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

7 bedrooms·7 baths

Madeira Beach • Florida

$5,905.38 USD total for 3 nights

Nov 7 – 10, 2026

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

2 bedrooms·2 baths

Madeira Beach • Florida

$1,850.05 USD total for 3 nights

Nov 7 – 10, 2026

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath

Madeira Beach • Florida

$1,643.48 USD total for 3 nights

Nov 7 – 10, 2026

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath

Madeira Beach • Florida

$1,543.60 USD total for 3 nights

Nov 7 – 10, 2026

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

1 bedroom·1 bath

Madeira Beach • Florida

$1,492.53 USD total for 3 nights

Nov 7 – 10, 2026

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

1 bedroom·1 bath

Madeira Beach • Florida

$1,543.60 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

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)

$1,180.85 USD total for 3 nights

Nov 14 – 17, 2026

cozy living room

Seashell Studio sanctuary by the sea

1 bedroom·1 bath

St. Petersburg • Florida

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)

$8,476.00 USD total for 30 nights

Nov 7 – Dec 7, 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 7 – 12, 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

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)

$583.08 USD total for 3 nights

Nov 18 – 21, 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 7 – 10, 2026

Heated pool with large sun deck for relaxing and vibing

Paddle boarding just off the dock around mangroves.

Mangrove Haven

3 bedrooms·3 baths

St. Petersburg • Florida

$2,029.23 USD total for 3 nights

Nov 16 – 19, 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 7 – 10, 2026