Pinellas County Vacation Rentals

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Top cities in Pinellas County

Fort De Soto Park which includes a sandy beach
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St. Petersburg - Clearwater

St. Petersburg - Clearwater

Pinellas County Vacation Rentals

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

3.5 out of 5
12000 Gulf Blvd Treasure Island FL
$168 nightly
The price is $190 total per night
$190 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of Sunset Vistas Two Bedroom Beachfront Suites enjoy 2 outdoor pools, a children's pool, and a gym. Limited parking is available. Front-desk staff can answer questions 24/7, and assist with tours or tickets, luggage storage, and securing valuables. Other amenities at this beach condominium resort include 2 hot tubs, a business center, and express check-out.
Pool
Hot Tub
Mint House St. Petersburg - Downtown

Mint House St. Petersburg - Downtown

4.5 out of 5
77 11th St N St. Petersburg FL
$130 nightly
The price is $146 total per night
$146 total
Dec 22 - Dec 23
Total with taxes and fees
Guests of Mint House St. Petersburg - Downtown enjoy features like an outdoor pool, free WiFi in public areas, and express check-in. Valet parking is offered for USD 35 per day. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this luxury aparthotel include express check-out, a communal living room, and barbecue grills.
Pool
Kitchen
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
290 107th Avenue Treasure Island FL
Free Cancellation
Reserve now, pay when you stay
$183 nightly
The price is $207 total per night
$207 total
Dec 21 - Dec 22
Total with taxes and fees
FUSION Resort Waterfront Suites offers an outdoor pool, a rooftop terrace, and free WiFi in public areas. If you plan to drive, free parking is available. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Additional amenities include a hot tub, conference space, and a 24-hour business center.
The Avalon Club

The Avalon Club

4 out of 5
24 Avalon St Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$241 nightly
The price is $273 total per night
$273 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Avalon Club features an outdoor pool, a gym, and a business center. Self parking is available for USD 35 per day. The 24-hour front desk has staff standing by to help with securing valuables and concierge services. Other amenities at this beach aparthotel include coffee/tea in a common area and laundry facilities.
Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites

3.5 out of 5
10091 Gulf Blvd Treasure Island FL
$188 nightly
The price is $213 total per night
$213 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
2 outdoor pools, 2 hot tubs, and a rooftop terrace are featured at Provident Oceana Beachfront Suites. Limited parking is available. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this beach condo building include a business center, a computer station, and a TV in a common area.
Pool
Hot Tub
Beach House Suites by the Don CeSar

Beach House Suites by the Don CeSar

3 out of 5
3860 Gulf Boulevard St. Pete Beach FL
Free Cancellation
Reserve now, pay when you stay
$252 nightly
The price is $285 total per night
$285 total
Dec 24 - Dec 25
Total with taxes and fees
At Beach House Suites by the Don CeSar, guests enjoy an outdoor pool, a gym, and WiFi in public areas. Self parking is offered for USD 31.64 per night. Multilingual staff at the 24-hour front desk can assist with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this beach aparthotel include a hot tub, conference space, and a kids' club.
John's Pass Hotel

John's Pass Hotel

2 out of 5
12854 Johns Wy Madeira Beach FL
$133 nightly
The price is $151 total per night
$151 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at John's Pass Hotel enjoy features like a marina. Self parking is offered for USD 16.05 per day.
Barefoot Beach Resort

Barefoot Beach Resort

3.5 out of 5
19417 Gulf Blvd. Indian Shores FL
$152 nightly
The price is $172 total per night
$172 total
Dec 22 - Dec 23
Total with taxes and fees
Guests of Barefoot Beach Resort enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. A stay here includes free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this family-friendly aparthotel include laundry facilities, a vending machine, and a garden.
Pool
Kitchen
Westwinds Waterfront Resort

Westwinds Waterfront Resort

3 out of 5
10265 Gulf Blvd Treasure Island FL
Free Cancellation
Reserve now, pay when you stay
$248 nightly
The price is $280 total per night
$280 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Guests of Westwinds Waterfront Resort enjoy features like an outdoor pool, free WiFi in public areas, and express check-out. There's free parking if you drive. Other amenities at this beach condo building include laundry facilities, a picnic area, and barbecue grills.
Beso Del Sol Resort

Beso Del Sol Resort

2.5 out of 5
1420 Bayshore Blvd Dunedin FL
$165 nightly
The price is $185 total per night
$185 total
Dec 28 - Dec 29
Total with taxes and fees
Guests of this aparthotel enjoy features like 2 outdoor pools, a hot tub, and conference space. A multilingual staff is on hand to help with concierge services, and offer sightseeing advice. Additional amenities include a computer station, a library, and laundry facilities.
Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!

Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!

Treasure Island FL
This condo features a water park and barbecue grills.
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
19607 Gulf Blvd Indian Shores FL
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $164 total per night
$164 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Guests staying at The Fold Hotels Indian Shores enjoy an outdoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. Friendly staff can provide tour or ticket assistance, and also offer advice about sightseeing. Other amenities at this beach aparthotel include a hot tub, a business center, and a computer station.
Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult

3 out of 5
14200 Gulf Boulevard Madeira Beach FL
$270 nightly
The price is $305 total per night
$305 total
Jan 16 - Jan 17, 2026
Total with taxes and fees
At Shoreline Island Resort - Exclusively Adult, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this adults-only aparthotel include a business center, coffee/tea in a common area, and a computer station.
Crystal Palms Beach Resort

Crystal Palms Beach Resort

3.5 out of 5
11605 Gulf Blvd Treasure Island FL
$144 nightly
The price is $163 total per night
$163 total
Dec 22 - Dec 23
Total with taxes and fees
Guests of Crystal Palms Beach Resort enjoy features like an outdoor pool, a hot tub, and laundry facilities. Limited parking is available. The front desk is staffed 24/7 to help with dry cleaning or laundry, and answer any questions about the accommodations. Additional amenities include a vending machine, barbecue grills, and a banquet hall.
South Beach Oceanfront Resort

South Beach Oceanfront Resort

3 out of 5
11360 Gulf Boulevard Treasure Island FL
$286 nightly
The price is $323 total per night
$323 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of South Beach Oceanfront Resort enjoy features like an outdoor pool, free WiFi in public areas, and an arcade/game room. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Other amenities at this beach aparthotel include a terrace, laundry facilities, and a vending machine.
Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort

3 out of 5
11040 Gulf Blvd. Treasure Island FL
$329 nightly
The price is $372 total per night
$372 total
Dec 22 - Dec 23
Total with taxes and fees
At Surf Beach Treasure Island Resort, guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. A stay here includes free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach aparthotel include a terrace, laundry facilities, and a picnic area.
New Beachfront Property in Exclusive Resort

New Beachfront Property in Exclusive Resort

Treasure Island FL
$469 nightly
The price is $500 total per night
$500 total
Dec 21 - Dec 22
Total with taxes and fees
This condo features a gym and laundry facilities. Staff members can help with accommodation requests, and provide concierge services.
The Gemma by Brightwild

The Gemma by Brightwild

5 out of 5
19 somerset Clearwater Beach FL
$1,416 nightly
The price is $1,601 total per night
$1,601 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Built in 2024, the brand new The Gemma by Brightwild features an outdoor pool, free WiFi in public areas, and a hot tub. If you plan to drive, free parking is available. Friendly staff can provide concierge services, and also offer advice about sightseeing. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach vacation home include coffee/tea in a common area, a free grocery shopping service, and a terrace.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Pinellas County

    Wyndham Grand Clearwater Beach

    Wyndham Grand Clearwater Beach

    100 Coronado Drive Clearwater Beach FL
    $238 nightly
    The price is $269 total per night from Jan 8 to Jan 9
    $269 total
    Jan 8 - Jan 9, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (2,899 reviews)
    RumFish Beach at TradeWinds

    RumFish Beach at TradeWinds

    6000 Gulf Blvd St. Pete Beach FL
    $178 nightly
    The price is $201 total per night from Dec 24 to Dec 25
    $201 total
    Dec 24 - Dec 25
    Total with taxes and fees
    8.2/10 Very Good! (1,543 reviews)
    Hilton Clearwater Beach Resort & Spa

    Hilton Clearwater Beach Resort & Spa

    400 Mandalay Ave Clearwater Beach FL
    $190 nightly
    The price is $215 total per night from Jan 11 to Jan 12
    $215 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    8/10 Very Good! (2,355 reviews)

Orbitz makes it easy to find vacation rentals in Pinellas County 

🏠 What is the best price for a Pinellas County vacation rental?


Pinellas County rentals range between $146 and $1,601 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Pinellas County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Pinellas County getaway. Orbitz filters your search results so you can find the best Pinellas County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Pinellas County vacation rentals with Orbitz?


You may be able to cancel or amend your Pinellas County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Pinellas County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Pinellas County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Pinellas County?


When you book a Pinellas County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Pinellas County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Pinellas County—with plenty of hidden gems. We also have plenty of inventory in Pinellas County main cities and near popular attraction spots.


🏠 Why should I book my Pinellas County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Pinellas County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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