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Holiday rentals in Pinellas County

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Top-rated holiday rentals in Pinellas County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Tiny home in Oldsmar
Louisa's Cottage
This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants ,This Private1BD/1BA Cottage is split down the middle you have your own entrance And private space to yourself. Don’s place is on your left and Louisa’s cottage is on your right side.This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.
10–17 AugIndividual Host,
£97 per night
4.96 out of 5 average rating, 234 reviews
Guest favourite
Guest house in Seminole
Quiet & Cozy Guesthouse minutes to the beach.
Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches. 4 Miles to Madeira Beach/Treasure Island, 9 miles to Clearwater and St Pete Beach. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot and access to washer/dryer for stays 4 nights or more. No pets, no children under 12.
12–19 OctIndividual Host,
£83 per night
4.95 out of 5 average rating, 141 reviews
Guest favourite
Home in Clearwater
Coastal Cottage 1318 - Bikes and Beach items!
This guest house has been fully remodeled with brand new mini split-air conditioners. Sorry no animals/pets. It shares a parking lot, grill, and laundry with other units. Included with this unit are 5 beach cruiser bikes, bike trailer, 8 beach chairs, 6 beach towels, two umbrellas, one large cooler, one medium size cooler, 2 mesh beach bags, frisbee, football, volleyball, bag of sand toys, beach cart, boogie boards and more! All the extras make it fun!
19–26 OctIndividual Host,
£121 per night
4.95 out of 5 average rating, 324 reviews

Popular amenities for Pinellas County holiday rentals

Other great holiday rentals in Pinellas County

Guest favourite
Guest house in Pinellas Park
pet friendly on an equestrian farm
30 Jul – 6 AugProfessional Host,
£95 per night
4.88 out of 5 average rating, 239 reviews
Guest favourite
Bungalow in Indian Shores
BEACH Bungalow Steps from the SAND - Indian Shores
5–12 JanIndividual Host,
£330 per night
4.91 out of 5 average rating, 205 reviews
Guest favourite
Cottage in Indian Shores
OPEN! Beautiful Beachfront Cottage on the Water
3–10 NovIndividual Host,
£407 per night
4.95 out of 5 average rating, 104 reviews
Guest favourite
Bungalow in Indian Shores
Quiet Beachfront Bungalow on Florida’s Gulf Coast
7–14 FebIndividual Host,
£424 per night
4.99 out of 5 average rating, 163 reviews
Guest favourite
Tiny home in Largo
Luxury Tiny in Largo-Clearwater
31 May – 7 JunIndividual Host,
£100 per night
4.92 out of 5 average rating, 119 reviews
Guest favourite
Apartment in Redington Beach
NoCleaningFees/AmazingBeachCondo/AwesomeAmenities2
19–26 DecIndividual Host,
£98 per night
4.97 out of 5 average rating, 245 reviews
Guest favourite
Campervan/Motorhome in Seminole
Cozy travel trailer/RV 5 miles from the beach
28 Sept – 5 OctIndividual Host,
£71 per night
4.81 out of 5 average rating, 101 reviews
Guest favourite
Apartment in Redington Beach
Royal Orleans at Redington Beach ( Studio 203 )
26 Sept – 3 OctIndividual Host,
£92 per night
4.92 out of 5 average rating, 102 reviews
Guest favourite
Apartment in Indian Rocks Beach
Villa Al Golfo Beautiful Waterfront Oasis
7–14 SeptIndividual Host,
£225 per night
4.99 out of 5 average rating, 106 reviews
Guest favourite
Apartment in Redington Shores
Beach-Chic Vacation Getaway Studio Pool & Beach!
24 Nov – 1 DecProfessional Host,
£111 per night
4.89 out of 5 average rating, 54 reviews
Guest favourite
Guest house in Seminole
Long RV
13–20 AugIndividual Host,
£71 per night
4.83 out of 5 average rating, 66 reviews
Guest favourite
Tiny home in Gulfport
Beautiful Gulfport Container Home
21–28 AugIndividual Host,
£88 per night
4.95 out of 5 average rating, 99 reviews

Destinations to explore