Location

Dates

Guests

Vacation rentals in Treasure Island, Florida, United States

Common Area: 🌳 Spacious Outdoor w/ table and chairs

Private Deck • Pet Friendly • Spacious Courtyard

Private Deck • Pet Friendly • Spacious Courtyard

Private Deck • Pet Friendly • Spacious Courtyard

Private Deck • Pet Friendly • Spacious Courtyard

0 bedrooms·1 bath

St. Petersburg • Florida

$482.51 USD total for 3 nights

Nov 7 – 10, 2026

Magnolia near the beach and downtown St. Pete image 1

Magnolia near the beach and downtown St. Pete image 2

Magnolia near the beach and downtown St. Pete image 3

Magnolia near the beach and downtown St. Pete image 4

Magnolia near the beach and downtown St. Pete image 5

Magnolia near the beach and downtown St. Pete

5 bedrooms·3 baths

St. Petersburg • Florida

4.85(150 reviews)

$834.25 USD total for 3 nights

Nov 7 – 10, 2026

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

$3,116.54 USD total for 3 nights

Nov 7 – 10, 2026

Welcome to the Lakeside Retreat -This tranquil estate awaits!

Nestled right on Lake Seminole, the backyard gazebo and pool area provide stunning views!

Our unique 4-plex floor plan gives your large group the ability to gather…

…while still having moments of privacy in their own suites.

Each suite is inspired by one of the 4 elements: Earth, Air, Fire, & Water

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

5(19 reviews)

$5,520.00 USD total for 3 nights

Nov 7 – 10, 2026

Family & pet friendly 4-bedroom home • heated pool image 1

Front of the house

Family & pet friendly 4-bedroom home • heated pool image 4

Family & pet friendly 4-bedroom home • heated pool image 5

Family & pet friendly 4-bedroom home • heated pool

4 bedrooms·2 baths

Largo • Florida

4.72(133 reviews)

$905.00 USD total for 3 nights

Nov 7 – 10, 2026

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

Nov 7 – Dec 7, 2026

Steps to Beach-Heated Pool-Dock & Putting Green image 1

Steps to Beach-Heated Pool-Dock & Putting Green image 2

Steps to Beach-Heated Pool-Dock & Putting Green image 3

Steps to Beach-Heated Pool-Dock & Putting Green image 4

Steps to Beach-Heated Pool-Dock & Putting Green image 5

Hart's Paradise @ Barefoot Beach

1 bedroom·1 bath

Indian Shores • Florida

4.77(82 reviews)

$610.00 USD total for 3 nights

Nov 21 – 24, 2026

Open-concept living with stylish dining area and stunning ocean-view balcony

Spacious Beachfront Condo with stunning Gulf views

Spacious Beachfront Condo with stunning Gulf views

Spacious Beachfront Condo with stunning Gulf views

Bright beachfront bedroom with private balcony and ocean views

Spacious Beachfront Condo with stunning Gulf views

3 bedrooms·2 baths

Indian Rocks Beach • Florida

4.64(11 reviews)

$1,178.52 USD total for 3 nights

Nov 8 – 11, 2026

Master bedroom
King Size Bed
Sliding doors to balcony

Master Bedroom
King size bed

Master Bedroom
42" Roku TV

Master bedroom
Sliding doors to balcony

Master bedroom
Reading chair with view of beach

Sea Gate 206 Beautiful Beach Front Condo/3 BR - 2 BTH

3 bedrooms·2 baths

Indian Shores • Florida

5(180 reviews)

$1,339.05 USD total for 3 nights

Nov 30 – Dec 3, 2026

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

2 bedrooms·2 baths

Indian Shores • Florida

$1,817.04 USD total for 7 nights

Jan 4 – 11, 2027

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)

$1,566.18 USD total for 4 nights

Dec 6 – 10, 2026

Entrance to Sunray

patio outside private to Sunray

The SunRay Tiny House

XLTwin bed with nested twin below

XLTwin bed with nested twin below

The SunRay Tiny House

1 bedroom·1 bath

St. Petersburg • Florida

4(6 reviews)

$423.87 USD total for 3 nights

Nov 22 – 25, 2026

No Crossing the Street You are Staying ON THE BEACH

Miles of Powder White Sand

Jump in the Gulf When it's Time for Water Break

Play doubles or 3x3 or 6x6

Living Room w/Recliners

Beach Paradise w/Balcony+Pool

2 bedrooms·2 baths

Indian Rocks Beach • Florida

4.6(5 reviews)

$1,985.41 USD total for 4 nights

Dec 4 – 8, 2026

Comfy Living Room with 55" TV

Center Open view

Kitchen w/beverage fridge

Indian Rocks Beach only 2.5 miles - 4 bed & 2 bath

4 bedrooms·2 baths

Seminole • Florida

$1,401.75 USD total for 3 nights

Nov 7 – 10, 2026

The Downtown Dali House City of St. Petersburg image 1

The Downtown Dali House City of St. Petersburg image 2

The Downtown Dali House City of St. Petersburg image 3

The Downtown Dali House City of St. Petersburg image 4

The Downtown Dali House City of St. Petersburg image 5

The Downtown Dali House City of St. Petersburg

3 bedrooms·2 baths

St. Petersburg • Florida

4.86(7 reviews)

$1,190.00 USD total for 3 nights

Nov 7 – 10, 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

$724.00 USD total for 3 nights

Nov 7 – 10, 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

$512.00 USD total for 3 nights

Nov 7 – 10, 2026

Outdoor seating with Heated Pool

Pool Home-Close to Beach/St Pete

3 bedrooms·2 baths

Largo • Florida

$223 – $384/ night(excl. fees & taxes)

Lovely fire after a day at the beach and a tasty BBQ!

Large private backyard!

Living room w/Roku TV, Games, DVD player w/DVDs, Books & Local Info! Sofa Bed is a Queen size MEMORY FOAM that is so comfortable!

No Wake Queen Bedroom with Roku TV, a bookshelf, 2 nightstands, a dresser and two closet areas.

Hannah House Vacation Rentals

5 bedrooms·2 baths

Largo • Florida

$1,119.82 USD total for 3 nights

Nov 9 – 12, 2026

private pool in backyard

new refrigerator

view from front door

bright and spacious living room

private lap pool and patio furniture

Captain's Cove with pool in Sunny Largo, FL

2 bedrooms·1 bath

Largo • Florida

$972.86 USD total for 3 nights

Dec 21 – 24, 2026

air conditioned sun room

beach living room

Paradise Place, Pets/Ms. Pac Man

Paradise Place, Pets/Ms. Pac Man

2 bedrooms·2 baths

Largo • Florida

$1,716.26 USD total for 4 nights

Apr 1 – 5, 2027

air conditioned sun room

beach living room

Paradise Place, Pets/Ms. Pac Man

Paradise Place, Pets/Ms. Pac Man

2 bedrooms·2 baths

Largo • Florida

$1,716.26 USD total for 4 nights

Apr 1 – 5, 2027

Property grounds

the walkway to Casa Tropicana's private entrance

street view of the property

Property grounds

Both, the bedroom and living room have a TV

Beachy private suite & bathroom w/ patio close to beach & Downtown

1 bedroom·1 bath

St. Petersburg • Florida

$367.00 USD total for 3 nights

Nov 7 – 10, 2026

Large 2 story bungalow home with huge front porch

Need a great place close to everything for your friends for your bachelorette party?

Entire historic micro resort for your event

Look what our guests say about our space

Entire historic micro resort for your event

Entire historic micro resort for your event

9 bedrooms·6 baths

St. Petersburg • Florida

$2,774.75 USD total for 3 nights

Nov 9 – 12, 2026