Location

Dates

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Vacation rentals in Odessa, Florida, United States

Cozy 2 Bedroom Downtown Dade City #1

2 bedrooms·1 bath

Dade City • Florida

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 $ 1.081,24 USD totaal voor 3 nachten

24–27 okt 2026

Welcome to Emperor Rentals!

Nothing beats freshly cooked meals shared with loved ones! Enjoy meals with family in this elegant dining table that seats 8 people. Book your stay now!

Elegant interior design and cozy feels in our living area. Imagine a trip with loved ones with this ambiance and location. You'd surely have a lot of fun!

Share great stories with family and friends while preparing amazing meals in this lovely dining area! This is the best time to catch up! Inquire now!

Feel at home while you're on your home away from home! This cozy room has a king-size bed, full length mirror closet, and its own TV. If you like what you see so far, send us a message as soon as possible!

Tampa Charm

3 bedrooms·1 bath

Brandon • Florida

5(21 reviews)

$ 865,05 USD totaal voor 3 nachten

1–4 dec 2026

🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

3 bedrooms·2 baths

Largo • Florida

5(49 reviews)

$ 994,75 USD totaal voor 3 nachten

24–27 okt 2026

Largo Heated Pool + Hot Tub, sleeps 16, gameroom

Largo Heated Pool + Hot Tub, sleeps 16, gameroom

Largo Heated Pool + Hot Tub, sleeps 16, gameroom

Largo Heated Pool + Hot Tub, sleeps 16, gameroom

Largo Heated Pool + Hot Tub, sleeps 16, gameroom

Largo Heated Pool + Hot Tub, sleeps 16, gameroom

3 bedrooms·2 baths

Largo • Florida

4.5(12 reviews)

$ 1.262,00 USD totaal voor 3 nachten

24–27 okt 2026

Clearwater Beach House • Heated Pool • Hot Tub

Clearwater Beach House • Heated Pool • Hot Tub

Clearwater Beach House • Heated Pool • Hot Tub

Clearwater Beach House • Heated Pool • Hot Tub

Clearwater Beach House • Heated Pool • Hot Tub

Clearwater Beach House • Heated Pool • Hot Tub

5 bedrooms·2 baths

Largo • Florida

$ 1.575,84 USD totaal voor 3 nachten

24–27 okt 2026

Your private backyard oasis—unwind under the stars with a fire and make some s’mores.

Soak under the stars after exploring Florida’s beautiful Gulf Coast.

Spacious fenced backyard with fire pit, lawn games, and lounge seating

Bright, cozy bedroom with warm accents, natural light, and stylish decor

Bright coastal bedroom with cozy decor, soft light, and fresh greenery

Sunshine State of Mind

3 bedrooms·2 baths

Largo • Florida

5(64 reviews)

$ 697,57 USD totaal voor 3 nachten

15–18 nov 2026

Mid day snacks by the pool are always nice too.

The spacious master bath offers dual vanities to allow quick prep for the beach.

There is always a late afternoon, early evening kayak option.

Or, sea side putting practice before dinner?

The smart TV in the kitchen allows the cook to enjoy the game or movie also.

Aloha Paradise

3 bedrooms·3 baths

Indian Rocks Beach • Florida

5(20 reviews)

$ 1.728,90 USD totaal voor 3 nachten

26–29 okt 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 totaal voor 3 nachten

24–27 okt 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

$ 3.158,35 USD totaal voor 3 nachten

24–27 okt 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(28 reviews)

$ 519,57 USD $ 431,66 USD totaal voor 3 nachten

31 okt – 3 nov 2026

Comfy Home in Dade City | King Bed, Fire Pit

Comfy Home in Dade City | King Bed, Fire Pit

Comfy Home in Dade City | King Bed, Fire Pit

Comfy Home in Dade City | King Bed, Fire Pit

Comfy Home in Dade City | King Bed, Fire Pit

Comfy Home in Dade City | King Bed, Fire Pit

3 bedrooms·2 baths

Dade City • Florida

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(26 reviews)

$ 598,33 USD $ 498,66 USD totaal voor 3 nachten

24–27 okt 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 totaal voor 3 nachten

24–27 okt 2026

Living room with natural lighting.

Fenced backyard with patio and seating.

Inquire About Discounted Rental Rate

Maxwell Sands

3 bedrooms·2 baths

Indian Rocks Beach • Florida

$ 1.116,37 USD $ 1.004,17 USD totaal voor 3 nachten

24–27 okt 2026

Lovely Home in Dade City

Lovely Home in Dade City

Lovely Home in Dade City

Lovely Home in Dade City

Lovely Home in Dade City

Lovely Home in Dade City

2 bedrooms·2 baths

Dade City • Florida

Comfy 2 Bedroom home, Dade City!

Comfy 2 Bedroom home, Dade City!

Comfy 2 Bedroom home, Dade City!

Comfy 2 Bedroom home, Dade City!

Comfy 2 Bedroom home, Dade City!

Comfy 2 Bedroom home, Dade City!

2 bedrooms·2 baths

Dade City • Florida

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 totaal voor 3 nachten

24–27 okt 2026

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

$ 484,77 USD totaal voor 3 nachten

24–27 okt 2026

Driftwood Sands #307

Driftwood Sands #307

Driftwood Sands #307

Driftwood Sands #307

Driftwood Sands #307

Driftwood Sands #307

3 bedrooms·2 baths

Indian Rocks Beach • Florida

5(4 reviews)

$ 6.182,23 USD totaal voor 28 nachten

30 nov – 28 dec 2026

4 Bedroom | Pool | Dade City

4 bedrooms·3 baths

Dade City • Florida

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 totaal voor 3 nachten

24–27 okt 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/ nacht(excl. kosten & belastingen)

Sunset Paradise #6

Sunset Paradise #6

Sunset Paradise #6

Sunset Paradise #6

Sunset Paradise #6

Sunset Paradise #6

2 bedrooms·2½ baths

Indian Rocks Beach • Florida

$ 1.080,28 USD totaal voor 4 nachten

24–28 okt 2026