10 Best Vacation Rentals In Pinellas County, Florida - Updated 2023

Rachel
Rachel 
Updated

With its turquoise waters, sandy beaches, and warm weather, Florida truly lives up to its nickname, “Sunshine State.” Pinellas County in Florida is home to two of the country’s most popular and best beaches, Clearwater Beach and St. Pete Beach, both along the Gulf Coast, promising gorgeous views and fun activities along the coast. Indulge in the nightlife, entertainment, and shopping options this coastal city has to offer during your stay. If you are interested in history, you can also visit The Curtis Museum to learn all about African-American history. If you are planning to visit anytime soon, scroll down to see the best vacation rentals in Pinellas County, Florida, to elevate your vacation experience.

1. Dolphin-themed apartment for two (from USD 99)

If you are looking for something a bit more fun in decor, consider a stay in this newly renovated dolphin and sea-themed apartment just minutes from the beach and close to downtown St. Petersburg and Tampa. Accommodating up to two guests in one bedroom, everything you need for a simple stay is covered, from high-speed wireless internet to basic beach. There is also free parking on the premises should you wish to bring a car.

Dolphin apartment by the beach Apt#1
Treasure Island, Florida, United States
99 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
a/c worked very well
Cleanliness:
this was a great little place very clean and updated appliances which was great
we had a fantastic time the apartment was clean and so nicely organized
the place was very clean and neat the bottle of women was a nice touch
nice clean and cozy peace in walkable distance to the beach food music
Host:
thank you for hosting us we hope to visit again
” great hosts and great location
Location:
good location as well
expect a wonderful experience very very close to the beach it’s walking distance
this was in a great location
walking distance from beach fishing and great restaurants
super cute place and had everything we needed
Read more reviews

2. Beautiful condo with unobstructed views (from USD 179)

Fully stocked, well-maintained, and with unobstructed views, this condo has all you need for a satisfying beach vacation such as a kitchen, air conditioning, and an entertainment system. Together with your rental, guests can be provided with beach towels, fishing poles, beach umbrellas, and even coolers to keep your drinks chill for your beach visit. This place sleeps four, with a king bed in the master bedroom and a queen-sized pull-out couch. Be sure to drop by Caddy’s on the Beach, a local favourite, popular for their barbecue and daily live music.

Beautiful Treasure Island and Directly on Sunset Beach! Location, Location!!!!!
158 reviews  Wifi Available
condo 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
well stocked but be sure to bring plenty of quarters for community washer/dryer on building floor if doing laundry
Cleanliness:
very nice one bedroom very clean and decorated with taste
Host:
the owner was easy to get ahold of
Location:
the location is perfect
great condo and a great location
Read more reviews

3. Ground-level apartment near the beach (from USD 148)

Have maximum privacy and convenience in this ground-floor apartment with a private patio and a great choice of restaurants nearby. Thoughtfully decorated with blue accents appropriate for a beachfront residence, this one-bed rental can sleep two guests. Stay close to many food options and indulge in local seafood at Salt Rock Grill. If you prefer to cook, this apartment is also equipped with a full kitchen for guests to enjoy. Explore further by hopping on the beach trolley to John’s Pass Village, where you can experience the bustle of seaside living, with water sports rentals, more food options, and cruises.

❤️10 STEPS TO THE BEACH!❤️ENJOY OUR ROMANTIC BEACH PARADISE!❤️⭐DISCOUNTED RATES⭐
Indian Rocks Beach, Florida, United States
142 reviews  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the bed was super comfy too we like having designated off street parking too
Cleanliness:
the apartment itself was exceptionally clean and tidy
susi’s place was clean and cosy
quiet clean very safe - a fabulous place to stay
the apartment was cozy and clean with everything that you need
susi’s place was absolutely amazing steps from the beach clean and comfortable
Host:
you can expect quality service and quick responses from these lovely hosts
the hosts are very nice
the owner was very responsive and made sure that we had a nice time
great hosts very accommodating and helpful
great place beautiful beach hosts were very quick to respond to any questions or needs
Location:
also an amazing location
awesome location so close to the beach and within a short drive of several restaurants
easy to walk to restaurants and other stores
great location & cute space nice place for a couple’s get away
cute little place very close to the beach we enjoyed our stay
Read more reviews

4. Gulf front condo with hot tub (from USD 185)

Located on Madeira Beach, this condominium sits directly on the Gulf of Mexico. It has a large balcony that offers guests amazing views and opportunities to catch the sunrise, sunset, and dolphins in the distance all in the comfort of this home. The place has a king bed in the master bedroom and a murphy bed in the living room, accommodating up to four comfortably. If you have children, this rental also comes with sand toys, floaters, a play crib, and others to keep your little ones occupied on the shores. If you would like to stay within the complex, there is also a heated pool, charcoal grills, and a hot tub for your enjoyment.

Gulf Front Tropical Paradise - perfect set up right on the beach
88 reviews  Wifi Available
condo 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the unit was very comfortable and accessible
Cleanliness:
nice clean pool and hot tub
room was very clean and kept up to date
the unit was extremely clean and very comfortable
we had a great time at your condo everything was very nice and clean
great location property was clean had everything we needed
Host:
our thanks to caring owners
Location:
the location is wonderful
location was perfect and convenient to everything
the location was perfect and just a short walk to john’s pass
this is a really nice condo in a great location
great location and well kept building and pool area
Read more reviews

5. Colourful private studio near downtown St. Petersburg (from USD 259)

If you are looking to be in the heart of downtown St. Petersburg, close to entertainment, shopping, and food options, consider a stay in this bright and colourful studio with an en suite bathroom and a queen bed. Everything you need for a comfortable stay is available, from a stocked kitchen to a lovely patio. As a fun surprise, the room also comes with an old-school arcade game that has 60 favourites, from Frogger to Ms. Pac-Man, for you and your travel companions to battle it out. With these amenities, you can be guaranteed an exciting time during your stay.

Dog lovers ONLY! All-inclusive, Snacks/Bevs/Arcade
Saint Petersburg, Florida, United States
1000 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
great space very comfortable internet was really good upgraded internet great roaming space for my dog
travelers brent offers a warm and comfortable place that is well appointed above any expectations i had
oddly enough i fell in love with the toilet seat and games
Cleanliness:
extremely clean and accommodating
clean exactly as described
brent’s place was clean and comfortable
the place was clean and private and comfortable
wonderful stay very safe and clean beautiful experience
Host:
the host himself is amazing
great host brent was
host is extremely friendly
brent is an awesome host ‼
brent was an awesome host who showed us great hospitality
Location:
great location with easy access to everything in st
this cute and cozy stay is close to lots of neat attractions in st
we loved the location which was right across the street from a publix for easy shopping
brent’s place is very unique and cozy in a great location
the location couldn’t have been any better
Read more reviews

6. Romantic cottage on the beach (from USD 155)

This rental is comfortably furnished with wooden accents and located right on Clearwater Beach, where you can take a sunrise jog or sunset stroll with your partner. This one-bedroom and one-bath cottage is equipped with a king bed, a pull-out sofa, and a kitchen with basic amenities, from a toaster to a microwave. If you fancy exploring further, this cottage is also well-placed near good restaurants, grills, attractions, and shopping. Clearwater Marine Aquarium and Pier 60 Park are only 1.6 km (1 mi) and 1.3 km (0.8 mi) away respectively.

Beachside Courtyard Romantic Retreat at Clearwater Beach
87 reviews  Wifi Available
cottage 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
flowers on table nice touch
we had a great time staying at this cozy cottage in clearwater beach
this cottage is cute and cozy
cute place & great location only complaint was the unusual rock hard bed made sleeping impossible
agree with other reviews bed is uncomfortable & needs replaced but overall this is a great little place
Cleanliness:
very clean kept in and out
cottage is clean and has full kitchen
the place was clean and well stocked with towels and kitchen items
the cottage was clean and nicely decorated
this unit was small but cozy and very clean
Host:
matt the host was great
matt is a great host very helpful
the property manager valerie was very helpful
the owners were very kind and offered a refund for the days remaining if we left early
property manager very friendly and tends to needs very quickly
Location:
great location 1 minute walk to the beach
the location was great steps away from the beach
the location is great quiet but walking distance to fun restaurants & activity
great location steps from the beach and walking distance to pier 60
great location literally steps from the beach
Read more reviews

7. Waterfront unit with heated pool (from USD 130)

Enjoy a scenic view of the Boca Ciega Bay in this cosy unit that can sleep up to six. You can enjoy the water views from the master and living rooms and catch golfers at Isla Del Sol golf course from the guest room. Each room boasts an HDTV that might leave you tempted to stay in bed all day. Should you choose to head out, guests can have access to a private beach stretch where you can unwind under straw umbrellas or soak in the hot tub. As a bonus, the high-speed WiFi can still be accessed from the beach and pool, so you can stay connected and share the best of your travels while relaxing.

Bahia Vista 8 - 210 Waterfront Paradise Condo (Non Smoking)
Saint Petersburg, FL, US
6 Guests 2 Bedrooms 2 Bathrooms

8. Stylish cottage with a full kitchen (from USD 88)

Explore the vibrant St. Petersburg while you enjoy a stay in this stylish and newly renovated cottage located just minutes from St. Petersburg’s best attractions including Dali Museum, nightclubs, breweries, cafes, and the beach. Rest easy on the memory foam queen bed, freshen up in the large walk-in shower, and prepare scrumptious meals with brand new kitchen appliances before heading out to discover the city.

Beautiful stylish cottage with full kitchen
St Petersburg, Florida, United States
212 reviews  Wifi Available
Entire bungalow 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
small cute all the amenities and very comfy bed
great shower and also nice that antenna tv was available (for local news)
having a place of your own with a fully equipped kitchen is great
barn door bathroom apron sink and plenty of decor to make you feel welcome
the cottage is super cozy clean with a cute interior design what really makes the stay even better
Cleanliness:
it is clean and the bed is terrific
their cottage smelt amazingly clean and everything was spotless
super clean and adorable cottage
great place very very clean
we place was very clean and the neighborhood get safe
Host:
the host was awesome and responded very quickly
excellent host who were kind and courteous
wonderful space and very lovely owners
theresa was an an amazing host
she's a friendly host and is always quick to respond
Location:
great central location close to everything
great location close to everything
great location as well
walking distance to great italian market and local brewery
close to everything and just perfect
Read more reviews

9. Cosy home with modern comforts (from USD 45)

Once a workshop, this converted space is now a well-equipped and maintained cosy home with all the modern comforts a traveller would enjoy such as a comfortable double bed, air conditioning, a 50-inch TV with cable and Netflix, a washer and dryer, and even a George Foreman grill. Accommodating two guests comfortably, this rental provides a safe and clean space for a good night’s rest after a day out.

Private & Cozy Tiny Home/Cottage
Saint Petersburg, Florida, United States
621 reviews Superhost  Wifi Available
Entire guesthouse 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
really cute cottage and the bed was extremely comfortable
comfortable bed great space
great place cozy and comfortable would book again
Cleanliness:
super clean and fresh
very clean very quiet
clean easy and very affordable
cottage was clean and very pleasant
the space was nice and clean
Host:
knowledgeable and responsive host
scott is an amazing host
the space is wonderful and the host is quick to respond
scott is extremely friendly and knowledgeable
scott was an awesome host and would definitely visit again
Location:
scott's place is cute and centrally located
the location and rental were perfect
scott has a very cute place
great location and i felt right at home
perfect little place in a great location
Read more reviews

10. Spacious condo with exceptional views

Located on the popular Indian Rocks Beach, this condo boasts exceptional views of the gulf from its open balcony. An alternative for guests who prefer a less-crowded stretch of beach compared to Clearwater and St. Pete, this two-bed and two-bath unit sits on the upper corner of a six-unit beachfront building and accommodates up to five. Guests can also look forward to a fully stocked kitchen and new upgrades such as vinyl flooring and new windows. Plan for some relaxation time on the balcony. Lucky guests have not only caught sunsets but also dolphins.

Exceptional Gulf-Front Condo: left Upper-Corner of 6-unit bldg. Beautiful views!
63 reviews
condo 5 Guests 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
view was lovely- great balcony space and comfortable furnishings
the availability of in room washer and dryer was greatly appreciated
pool is heated and was comfortable in january
Cleanliness:
everything was clean and tidy when we arrived
dishes counters cabinets and floors were all clean and well maintained
the condo is very clean well maintained and comfortable
the condo is clean and comfortable with everything you need
clean comfortable condo that had everything we needed
Host:
roger was a most gracious host and made sure our stay was fantastic
helpful owner who cares for his property
roger was easy to work with and responsive to our questions
roger made everything easy for us and is a friendly host
we enjoyed meeting roger (the owner) and were so impressed with the maintenance of the entire property
Location:
loved the location of this property with the exception of it being so close to a traffic light
this was a great condo in a great location
great location and we could walk to restaurants and ice cream
i would and do recommend this condo to anyone looking for a relaxing vacation in an exceptional location
liked the location lots of wasp though son-in-law was stung on face
Read more reviews

Kick back and enjoy sunny Florida

Enjoy a slice of coastal living and explore all Florida has to offer. Whether you are travelling with friends, family, or your partner, you are sure to have a great stay in one of the best vacation rentals in Pinellas County, Florida.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Rachel enjoys kicking back with a good cup of tea and reading a good book to unwind. If you see her with her eyes closed, that's because she is learning how to meditate, and not sleeping. Her...Read more

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asked 4 months ago
Can you recommend vacation rentals for One in Orlando.
answered 4 months ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Orlando.
Please take a look at some options available for a monthly rental from October 1.
Resort-like condo with pool, hot tub, tennis, & gym - private W/D, near Disney
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Please let me know, what do you think.
Best Regards.

asked 5 months ago
Looking for manually_typed_query in Tallahassee.
answered 5 months ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Tallahassee.
Please take a look at some options available on your dates including private rooms to stay within your budget.
(3D) Private entrance suite kitchnette walk to FSU
Private bed & bath in gorgeous house
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Quiet 1-Bedroom apartment in central Tallahassee
QUIET PRIVATE APARTMENT NEAR DOWN TOWN -Live Oak
Please let me know, what do you think.
Anna.
Local Expert Trip101.

asked 7 months ago
Can you recommend vacation rentals for 14 in St. Pete Beach.
answered 7 months ago
Hello Wanda, thank you for contacting Trip101 for accommodation suggestions in St Pete Beach.
Please take a look at some options available on your dates. There are not that much left for the weekend in St Pete.
Casa Sol Bella B&B House Pet and event friendly with pre approval
Amazing 5/3 in Historic Uptown St. Pete! Sleeps 16
Casa Sol Bella B&B entire House Pets/event pre app
Here are some Tampa options:
Newly renovated in Tampa Heights !!
14 guest Newly Renovated Retreat in Ybor City
Buccaneers retreat (Raymond James Stadium)
Please let me know, what do you think.
Best Regards.

asked 8 months ago
Can you recommend vacation rentals for 1 person in Orlando.
answered 8 months ago
Hello Sondra, thank you for contacting Trip101 for accommodation suggestions in Orlando.
Please take a look at some options available on your dates.
Lovely studio in the heart of it all. Theme parks & fun
Barsala at Radius / 1BD
Barsala at Radius / 2BD Corner
Barsala at Radius / 1BD Deluxe
Best Location 5-9 min to Universal/Disney/Millenia
Most of these budget options don't have any reviews so I can't guarantee the quality.
Please let me know, what do you think.
Best Regards.

asked 9 months ago
Can you recommend vacation rentals for 12 in Tampa.
answered 9 months ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Tampa.
Please take a look at some options available on your dates. Unfortunately, there are not that many left for next week.
Heated Plunge Pool - Brand New House - Midtown
With hot tub
Spacious Getaway Private Hot Tub | Pool Table
COZIES- LARGE GROUP RETREAT -5 bedrooms
Please let me know, what do you think.
Anna.
Local Expert Trip101.

asked 9 months ago
Looking for manually_typed_query in Pensacola.
answered 9 months ago
Hello Julie, thank you for contacting Trip101 for accommodation suggestions in Pensacola.
Please take a look at some resorts available for your family on your dates.
https://trip101.com/t/L6d
https://trip101.com/t/u2k
https://trip101.com/t/E9I
https://trip101.com/t/R56
Please let me know, what do you think.
Best Regards.

asked 9 months ago
I am looking to rent a tiny vacation home for these dates April 29-May for 2 adults 3 kids ages 2,5,11 any where in Florida
answered 9 months ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Florida.
Please take a look at all options available on your dates.
2nd Delightful Tiny Farm house w/horses on 6 acre
New King Camper | Close to Beautiful Beaches
Get your nature on at Headwaters Eco Retreat
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Please let me know, what do you think.
Anna.
Local Expert Trip101.

asked 10 months ago
I would like to stay at the Wyndham Ocean Walk Hotel in Daytona June 16-June 20. Can you assist me?
answered 10 months ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Daytona Beach.
You can follow the link
https://trip101.com/t/4qH and select the room category to complete the booking. Double-check the dates too.
Please let me know, if you need any additional help.
Anna.
Local Expert Trip101.

asked 10 months ago
Can you recommend vacation rentals for 5 in Tampa.
answered 10 months ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Tampa.
Please take a look at some options available on your dates.
Big Vacation Home with Heated Pool & Jacuzzi
Immaculate Family SOHO Vacation Retreat / Stylish, Spacious, Exceptional
Upscale Ybor House with Outdoor Living Space
Delightful and Quaint 3BR/2BA Ybor Bungalow
Davis Islands townhome with 2 private courtyards
Please let me know, what do you think.
Best Regards.

asked 11 months ago
Can you recommend vacation rentals for 8 adults in Destin.
answered 11 months ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Destin, FL.
Please take a look at some options available on your dates.
Seas the beach!!!
ToesNSand Emerald Coast Beach Townhouse with Pool
Majestic Sun's beautiful beach view condo!
New luxury condo, steps to the beach/pool-sleeps 8
Clean! King bed Superhost 5 min walk 2 beach pool
Please let me know, what do you think.
As per the car rental, I would recommend to check
Home or
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Anna.
Local Expert Trip101.

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