Location

Dates

Guests

Vacation rentals in Treasure Island, Florida, United States

The Parkside Retreat at 78th Street

3 bedrooms·2 baths

Pinellas Park • Florida

$791.29 USD total for 3 nights

Nov 10 – 13, 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)

$139 – $1,999/ night(excl. fees & taxes)

Wall mounted flat screens in LR and each bedroom.

New kitchen just completed Jan, '20 - all wood cabinets, granite countertops.

Private kitchen

Private Pinellas County Beaches' getaway house

2 bedrooms·1 bath

Seminole • Florida

4.17(63 reviews)

$311.88 USD total for 3 nights

Apr 17 – 20, 2027

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

2 bedrooms·2 baths

St. Petersburg • Florida

4.67(12 reviews)

$3,286.56 USD total for 28 nights

Nov 7 – Dec 5, 2026

Waterfront Key West–style community, Stunning water views, glowing sunsets, and a laid-back island vibe ✨

King SUITE! Calm, Spacious and inviting, this KING bedroom features a plush KING-sized bed, with new bedding , dresser and 2 nighstands offering comfort and style for a restful night’s sleep in a beautifully designed space.

Stunning waterfront views from the bright, open-concept living room, dining area, and fully equipped kitchen. The perfect space to relax, gather, and make unforgettable memories by the water.

Nothing compares to swimming in the pool while breathing in the fresh ocean breeze.

WELCOME to your own private scenic beach, offering exclusive access to pristine sands and tranquil waters. Perfect for relaxing in solitude, soaking up the sun, or enjoying peaceful oceanfront moments.

Waterfront Escape | Private Beach + 2 Pools

1 bedroom·1 bath

St. Petersburg • Florida

4.5(16 reviews)

$4,379.88 USD $4,225.30 USD total for 30 nights

Nov 7 – Dec 7, 2026

The main living room

Cute home w/ saltwater heated pool! 6 mi to beach! image 2

Cute home w/ saltwater heated pool! 6 mi to beach! image 3

Fire pit and hammocks

Cute home w/ saltwater heated pool! 6 mi to beach!

3 bedrooms·2 baths

Seminole • Florida

4.83(132 reviews)

$737.00 USD total for 3 nights

Nov 9 – 12, 2026

Beautiful details that set this home apart. Oceanfront Luxury home.

Ocean Front with 180 degree views inside the home of the ocean

The most epic sunsets you have ever seen!

Master #1 - King Bed ( There are two of these rooms mirrored on each side of the house)

OceanfrontVilla/Pool/HotTub/8bedroom

8 bedrooms·6 baths

Redington Shores • Florida

5(4 reviews)

$6,880.00 USD total for 3 nights

Nov 10 – 13, 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)

$300/ night(excl. fees & taxes)

10mins to Madeira Beach, Elongated Pool/spa w/Foosball

10mins to Madeira Beach, Elongated Pool/spa w/Foosball

10mins to Madeira Beach, Elongated Pool/spa w/Foosball

10mins to Madeira Beach, Elongated Pool/spa w/Foosball

10mins to Madeira Beach, Elongated Pool/spa w/Foosball

10mins to Madeira Beach, Elongated Pool/spa w/Foosball

3 bedrooms·0 baths

Seminole • Florida

$632.00 USD total for 3 nights

Nov 7 – 10, 2026

Pool home in Seminole Florida

Pool home in Seminole Florida

Pool home in Seminole Florida

Pool home in Seminole Florida

Pool home in Seminole Florida

Pool home in Seminole Florida

3 bedrooms·2 baths

Seminole • Florida

$855.19 USD total for 3 nights

Nov 7 – 10, 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)

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

Nov 7 – 10, 2026

10 Min to Beach-King bed, fenced yard, cozy charm image 1

10 Min to Beach-King bed, fenced yard, cozy charm image 2

Propane fire pit for quick and easy fire ambiance

10 Min to Beach-King bed, fenced yard, cozy charm image 4

10 Min to Beach-King bed, fenced yard, cozy charm image 5

10 Min to Beach-King bed, fenced yard, cozy charm

3 bedrooms·1 bath

Seminole • Florida

4.78(9 reviews)

$575.00 USD total for 3 nights

Nov 14 – 17, 2026

A private resort oasis after dark- heated pool glowing under café lights, pickleball court, fire pit lounge, cabana seating, and total privacy. Designed for unforgettable evenings and elevated beach living, just 5 minutes from the shore.

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

4 bedrooms·2 baths

Seminole • Florida

5(5 reviews)

$1,050.00 USD total for 3 nights

Nov 8 – 11, 2026

Pass-a-Grille Beachfront 2BR/2BA View

Front of house.

Pass-a-Grille Beachfront 2BR/2BA View

Pass-a-Grille Beachfront 2BR/2BA View

Beautiful day at the beach

Pass-a-Grille Beachfront 2BR/2BA View

2 bedrooms·2 baths

St. Pete Beach • Florida

4.99(71 reviews)

$3,348.35 USD $3,039.66 USD total for 7 nights

Nov 11 – 18, 2026

Pass-a-Grille Beachfront Cottage w/View

Pass-a-Grille Beachfront Cottage w/View

Pass-a-Grille Beachfront Cottage w/View

Pass-a-Grille Beachfront Cottage w/View

Beach. Steps from the cottage

Pass-a-Grille Beachfront Cottage w/View

1 bedroom·1 bath

St. Pete Beach • Florida

4.85(27 reviews)

$6,097.49 USD $5,512.95 USD total for 28 nights

Dec 1 – 29, 2026

Screened tropical pool retreat with cozy lighting and resort-style vibes

Twilight backyard retreat with private putting green and screened patio

Coastal-inspired game room with pool table for fun indoor hangouts

Private backyard movie nights under the string lights

Cozy fire pit, outdoor movie nights, and a resort-style screened pool

Sunny Daze Getaway

4 bedrooms·2 baths

Seminole • Florida

$962.00 USD total for 3 nights

Nov 7 – 10, 2026

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

5 bedrooms·2 baths

Seminole • Florida

$1,363.04 USD total for 3 nights

Nov 7 – 10, 2026

Fully Equipped Modern 1BR, Grill, Outdoor Lounge

Fully Equipped Modern 1BR, Grill, Outdoor Lounge

Fully Equipped Modern 1BR, Grill, Outdoor Lounge

Fully Equipped Modern 1BR, Grill, Outdoor Lounge

Fully Equipped Modern 1BR, Grill, Outdoor Lounge

Fully Equipped Modern 1BR, Grill, Outdoor Lounge

1 bedroom·1 bath

Seminole • Florida

$571.20 USD total for 3 nights

Nov 7 – 10, 2026

Pond-side ART-home with private pool. DOGS WELCOME

5 bedrooms·3 baths

Pinellas Park • Florida

5(20 reviews)

$318/ night(excl. fees & taxes)

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

Nov 7 – 14, 2026

Private Beach Access, Gorgeous Partial Views image 1

Private Beach Access, Gorgeous Partial Views image 2

Private Beach Access, Gorgeous Partial Views image 3

Private Beach Access, Gorgeous Partial Views image 4

Private Beach Access, Gorgeous Partial Views image 5

Private Beach Access, Gorgeous Partial Views

2 bedrooms·2 baths

Indian Shores • Florida

4.89(19 reviews)

$1,329.30 USD total for 3 nights

Nov 7 – 10, 2026

Family Resort | Pool • Mini Golf • Near Beach image 1

Family Resort | Pool • Mini Golf • Near Beach image 2

Family Resort | Pool • Mini Golf • Near Beach image 3

Family Resort | Pool • Mini Golf • Near Beach image 4

Family Resort | Pool • Mini Golf • Near Beach image 5

Family Resort | Pool • Mini Golf • Near Beach

4 bedrooms·2 baths

Seminole • Florida

5(2 reviews)

$1,337.00 USD total for 3 nights

Nov 13 – 16, 2026

Common Area: 🌳 Spacious Outdoor w/ table and chairs

Welcome to your perfect retreat—ideal for a solo traveler or couple.

St. Petersburg, Florida – a vibrant city bursting with sunshine, culture, and endless possibilities! Nestled on the Gulf Coast, St. Pete is a haven for art lovers, outdoor enthusiasts, and those seeking a laid-back coastal escape

A beautifully remodeled bathroom guests love.

Step outside to your private outdoor deck, complete with a dining table and chairs—perfect for morning coffee or alfresco meals in the fresh air.

Private Deck • Pet Friendly • Spacious Courtyard

0 bedrooms·1 bath

St. Petersburg • Florida

$452.00 USD total for 3 nights

Nov 7 – 10, 2026