
Holiday rentals with outdoor seating in Whitfield
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Top-rated rentals with outdoor seating in Whitfield
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House rentals with outdoor seating

Time for Summer Vacay! Private Pool+Sleeps 12!
Katya’s place had everything we needed for our family of 8. Our favorite place to hang out was the backyard lanai, love this area!! All the beach gear provided made our trips to the beach extra amazing and the scooter and the bike kept the kids busy when at the house. Katya was very quick to respond to all messages, and a very accommodating host!!!

Spacious Pool Home|Baby Gear|Near Beach|UTC|SRQ
Home was very clean, and everything easy to find. We did have an issue with the newer refrigerator, but a mini fridge was delivered the next day and then a service man came the following day. Kate was quick to reply to messages. Loved having a garage to park our vehicles in. The pool is great and clean. The neighborhood is nice, but the location is farther than we wanted from the areas that we wanted to visit. We had never been to this area, so it was our fault for not knowing that the beaches we were after were quite a haul for us. Overall a nice, clean and well equipped home.

2 King bed, heated pool, game room, close to SRQ
My family and I had the absolute BEST time! The house was everything they said it was and more. We will definitely be back!!

Palm Breeze Home
Mike and Ana’s home is beautiful. They provide you with anything you need and the house is very well organized with everything you need. If you’re looking to visit Sarasota or Anna Maria Island; then you’re in the perfect location! Mike and Ana were always helpful and accommodating. They make sure you’re comfortable and respond in record timing. I’d recommend staying here every time!

Adorable coastal stay w/saltwater pool
Fue una estadía súper buena Un ambiente tranquilo la casa súper recogida y limpia la piscina con el agua super limpia definitivamente una casa espectacular

Perfect Sarasota Getaway:Close to all /Heated Pool
We had a great time! We loved the game room and pool. Host provided us a very thoughtful welcome gift. We would definitely stay here again.

As seen on HGTV | 6 miles to the beach! Htd pool
We had a great stay at the Bella Vacanza. Sara & Dave’s place was perfect for our family getaway. The home was comfortable and cozy and had everything we needed for our party of 10. I liked that the bedrooms are located on the 4 corners of the home, for privacy and easy to sleep in! We loved the large farm table where we could all eat dinner together and play games. We enjoyed the pool, covered lanai & firepit where we enjoyed making s’mores. Having a 3rd bathroom (which can be hard to find) was definitely a plus for our large group. We enjoyed beautiful walks down the street overlooking the bay. The home is super close to SRQ so just a short ride if you’re flying in and we enjoyed watching the planes overhead. They had a lot of extras available for use; baby gear & beach gear & everything you need to enjoy a day around the pool. Sara was always responsive and when an issue came up- she was quick to help. We would definitely recommend this lovely home and would come back.

Saltwater Pool + Huge Kitchen | Hammock | Open Con
This place is like a resort. Beautiful pool and property. Very clean and many special touches like hanging bars in each bedroom which worked great for the wedding dress and the bridesmaids’ dresses. Lots of seating, lots of room for many people. Airport is nearby, so it was fun watching planes come in close by and also listening to the planes taking off. One thing that bothered us was upon arrival in the late evening, we noticed all the back doors were unlocked. We were glad no one had broken in and did anything to the place before we got there. May sound a bit anxious on our part, but we aren’t from around the area. Other than that, the place was perfect, beds comfortable, really nice master bath, good laundry room, and nice kitchen with everything we needed.
Apartment rentals with outdoor seating

*Recently Updated* Cozy Oasis, centrally located
Christina was such a sweetheart. She was very kind, accommodating, and giving. I would stay here again.

NEW Luxury Apartment w/Bikes! Location Location!
Victor was very attentive and friendly, giving us a ton of local recommendations. The location was quiet and remote, but within a 10 minute drive to downtown St Pete. I thoroughly enjoyed our stay.

Cozy and Private Studio Near Downtown & Beaches
This location is halfway between coastal attractions (beach and downtown) and inland attractions (golf, Lakewood Ranch, I-75). It's also near 2-3 east-west roads in Sarasota. Excellent. Listing is realistic, not exaggerated. It's a well-equipped kitchen with a two-burner induction stove and a large enough fridge and freezer for nearly any purpose. Good counter space and many helpful supplies and "tools" Bedroom area is large, bathroom is huge, shower is enormous, access is ez. I've stayed in tiny units and i've had faux kitchens. This is neither and with a strong host nearby. I'm tiring of long-distance hosts and corporate hosts. As a host Mariele offers proximity, professionalism, and personality too. Within reason she's on the side of the guest. Recommended listing.

Gillespie On The Park, Walk to Downtown
We (two people from Germany) stayed here for a week, not for the first time – great location: close to Siesta Key, Lido Beach, and downtown; beautiful accommodation – very lovingly and beautifully furnished, we felt like we were at a friend's house; we had everything we needed, even all the beach equipment; Dan and Charles are great hosts. We would like to come back.

Only a Foot of Sunshine Here!
Peter and Pearl are awesome hosts! The Peaceful Retreat feels welcoming and cheerful, with very comfortable furnishings. These hosts have thought of everything! The location is great too, whether you walk or drive. We were in Sarasota to attend graduation at RCAD and the location was perfect!

ROYS PLACE Romantic, Private, Paradise!
Roy’s place was comfortable, had good amenities, good location ( multiple beaches and restaurants in a close radius). The house was beautiful and just as described. The pool/hot tub, and outdoor seating was private and well maintained. Chairs, umbrella, and cooler were available to use which was a nice plus. We would definitely love to stay at this place again. Roy was quick to respond to any questions we had.

Seahorse Suite Bradenton Hideaway
Cozy guest home, with all the right amenities you need when visiting Florida. Great location near downtown Bradenton as well!

Modern Private Apartment 1 Block from Sarasota Bay
Outstanding host and place, definitely will book it again. Perfect location, peaceful environment. One block from ocean.
Apartment rentals with outdoor seating

LIDO KEY 1 BR/1Bath Heated Pool 16
Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed

Lovely 2-Bedroom Condo, 7 min from Siesta Beach
El alojamiento de Clara estaba impecable, super ordenado y limpio y los anfitriones siempre estaban atentos para hacernos sentir como en casa. sin dudas volvería!!

A&A's Paradise near IMG & Anna Maria beaches
This was the most clean, most relaxing, most safe feeling place we've ever stayed in through Airbnb!! Thank you so much for such a wonderful experience. We would recommend 10/10 to anyone!!!!

6 min to Siesta Beach | Heated Pool | Lake View
Doris's AirBnB was exactly as listed. It was very clean. The neighborhood was quiet. It was in the perfect location. We had no problems at all. I would definitely book again.

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
The pictures don’t do this place justice. Welcomed by a beautiful view, and a nice well kept exterior. The unit we stayed in was in the 3rd floor, which allowed for the best views and the most privacy. The unit was clean, well-kept, and updated, even though the point of the vacation was to enjoy the beach/island, it was a place you felt you might accidentally stay Inside too long. We are planning our trip for next year already back to this very spot.

Cozy 2 bed/2.5 bath townhome
Emily went above and beyond what I expected. I needed a cooler to go to the beach, and she also provided us with beach chairs. The house has everything you could need. There are board games. The Wi-Fi works great. I didn't use the kitchen, but it's fully equipped. I'll be back soon. Thank you so much, Emily, for your kindness and prompt response 😊

Charming and Updated 1 Bedroom in Runaway Bay
My fiancé and I really enjoyed our stay at David’s place in Bradenton! The space was super clean and had everything I needed for a comfortable stay. Communication was excellent throughout; the host was responsive, helpful, and always timely with their messages. One of the best parts was the beach access—super convenient, and the place was stocked with everything from a beach cart, umbrellas, chairs, and beach towels etc. which made days at the beach so easy. There were also a few great local tips provided, which I definitely took advantage of. Honestly, I wouldn’t change a thing. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!

The Seabreeze Cottage with peaceful water views
Dear Angela, Thank you so much for hosting us! We absolutely love your decor every detail was so thoughtfully done and made the space feel cozy and "beachy". We truly enjoyed our stay and appreciated how comfortable and well-kept everything was. Hope to visit again someday. All the best. Jianfeng & Yangqing
Quick stats about holiday rentals with outdoor seating in Whitfield
Total rentals
100 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
4.8K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
70 properties have a pool
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- Anna Maria Island
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