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Family-friendly holiday rentals in Westchase

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Westchase family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Clearwater Beach
4.98 out of 5 average rating, 121 reviews

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

PaulRating, 5 stars2 days ago
Loved staying at this Beach House, location was fantastic, right by the beach, quiet neighbourhood and close enough to everything we wanted while staying in a really peaceful and relaxing home. Would definitely book again and recommend.
Superhost
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars2 months ago
Great value!! We loved the pool area and very quiet neighborhood!
Top guest favourite
Home in Largo
4.97 out of 5 average rating, 131 reviews

Crescent Beach House Pet friendly

HeatherRating, 5 stars1 month ago
This was the perfect location for our family. We loved the proximity to the beach and restaurants. The place was clean and well stocked. Would love to come back.
Guest favourite
Bungalow in Ybor City Historic District
4.76 out of 5 average rating, 322 reviews

Historic Bungalow with Private Pool in Ybor City

StephenRating, 5 stars3 weeks ago
Great location, great character, great value. Pool was an excellent space to hang out at during the day and nice central location for everything else. Would stay again.
Top guest favourite
Apartment in St. Petersburg
4.98 out of 5 average rating, 269 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

KathrynRating, 5 stars3 days ago
Cozy little place, well decorated and clean. Bed was comfy. The pull out bed was good enough for my 6 yr old, but would recommend bringing a pillow for it if you’re going to use it. There isn’t one in the room for it unless you use the main bedroom pillows. We beached most of the time and didn’t watch TV, but if we wanted to the couch wasn’t comfy for lounging around. We loved the balcony though! The only “complaint” would be all the coffee supplied was decaf and it was a shock the first morning after getting in super late. So, bring your own coffee just in case. Host was super helpful when there was any other issues. Very kind and accommodating! Plus they supplied plenty of TP and PT, beach towels and towels. Can’t wait to come back!
Guest favourite
Apartment in New Tampa
4.8 out of 5 average rating, 117 reviews

Beautiful and spacious condo centrally located

CindyRating, 5 stars3 weeks ago
Alexandra was easy to communicate with, especially since I had made a change to the reservation. My daughter lives in the complex, and when there is overflow family visiting Tampa, I will definitely book this place again.
Guest favourite
Flat in St. Petersburg
4.9 out of 5 average rating, 171 reviews

The Oasis

CherieRating, 5 stars1 week ago
Russell’s place was just as described. The bay of the bay was beautiful! This condo was within short driving distances of many great local beaches and restaurants. It had all the amenities, linens, and other items needed to make our stay perfect. Russell checked in with us prior to our stay, during and after.
Superhost
Apartment in St. Petersburg
4.86 out of 5 average rating, 465 reviews

Waterfront condo on top floor @ Boca Ciega Resort

AileenRating, 5 stars2 weeks ago
The condo was just what we were looking for. The kitchen was equipped with the basics and the view was wonderful. Tamara was friendly, responsive, and a great host. Would stay at her place again!

Family- and pet-friendly home rentals

Guest favourite
Tiny home in St. Petersburg
4.79 out of 5 average rating, 248 reviews

Tiny rental +patio+BBQ+2bikes+Parking- great area!

AmandaRating, 5 stars1 month ago
It was exactly what I needed while checking out the area
Top guest favourite
Cottage in Dunedin
4.96 out of 5 average rating, 208 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

KikiRating, 5 stars3 weeks ago
We absolutely love staying at this property! It is our third time booking. The cottage is always impeccably clean and in a very safe area. It is stocked with everything you need. We love Coral Cottage! And Barbara is very friendly and so responsive. Dunedin is an amazing, quaint little town with so many wonderful food choices. Cafe' Alfresco is our personal favorite. Barbara's cottage is just a couple blocks from downtown Dunedin and only a 15 minute drive to Honeymoon Island State Park or Clearwater beach. I always pick up a piece of jewelry as a memento when we go on a trip. Just kitty-corner from the Airbnb is a charming jewelry store filled with beautiful, unique pieces that are reasonably priced. Romantique Jewelers. Just ask for Kimber, she's a doll! Don't hesitate to book this property for your next trip!!!
Guest favourite
Home in Holiday
4.87 out of 5 average rating, 128 reviews

Waterfront, Sunsets & Heated Pool & Pet Stay Free!

DaniellaRating, 5 stars2 months ago
My fiancé and I along with our dogs had a great time staying at Elaine’s place! The house & views were beautiful. We will definitely be back.
Guest favourite
Home in Tarpon Springs
4.93 out of 5 average rating, 133 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

MahlonRating, 5 stars1 week ago
Gemini place was a real gem. Home was as described. Very roomy, very clean, decor top notch, very comfy and home like feel. Easy walking distance to Spring Bayou, Sponge Docks, shops and restaurants. Less than 50 years to a very spiritual moving shrine, St Michael’s. Very clean and safe neighborhood too. We absolutely loved the home and location.
Top guest favourite
Home in St. Petersburg
4.9 out of 5 average rating, 378 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

DentonRating, 5 stars2 days ago
Great house to stay in and chill by the pool. Location is convenient to restaurants and beach. Ideal for a small vacation getaway. After a long day at the beach it felt good to come into a clean and nice and cold home. Pool was a great after beach treat!
Guest favourite
Bungalow in Indian Shores
4.9 out of 5 average rating, 205 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

Josh and Sarah Rating, 5 stars3 weeks ago
We recently wrapped up an AMAZING stay at The Lobster Beach Bungalow. Everything was as described- charming ‘old Florida’ feel and close proximity to the beach (50 steps). It felt like a miniature resort. We got to meet other vacationers staying at the other bungalows, which was pretty cool. We were even able to enjoy the pool on a day where the gulf waters were a little rougher. There are a lot of eateries within walking distance. We tried a different coffee shop every morning- yum! The bungalow itself was comfortable and had everything we needed for a great stay. The kitchen had we could have desired should we have decided to eat in. Too many yummy local eateries for that for us though! We also loved being able to have our fur babies with us, as no vacation is complete without our whole family. We look forward to returning next year with some extended family to experience this peaceful paradise. Thank you, Liz, for creating a place that feels like home away from home!
Superhost
Home in St. Petersburg
4.88 out of 5 average rating, 184 reviews

Baby Bungalow close to Downtown!

EmilyRating, 5 stars1 month ago
This adorable bungalow was perfect for a long weekend getaway! They have all of the amenities, it is centrally located, it's clean, and they communicated very well. I will definitely come again and recommend your place!!
Guest favourite
Guest house in Pinellas Park
4.87 out of 5 average rating, 270 reviews

pet friendly on an equestrian farm

RoslynRating, 5 stars2 months ago
As a solo 74 year old gal with an English cocker, safety is most important. I was very comfortable and felt safe. there. Just a lovely place and nice people

Family-friendly home rentals with a pool

Guest favourite
Apartment in Redington Beach
4.9 out of 5 average rating, 164 reviews

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

KimRating, 5 stars2 weeks ago
The condo has everything you need to have a great holiday and not spend a fortune doing it. The cooker works well and the hob is very fast. We prepared our own meals most nights and ate outside overlooking the pool. The bathroom is well set out and the shower hot and powerful. What really appealed to us when booking was the access to a pool and not having to drive to, or pay for parking at a beach. It’s less than a five minute walk across Gulf Boulevard and Joy supplies chairs and an umbrella. The pool was clean and not at all busy. The area is safe and pleasant with easy access to Indian Rocks beach too. We had a day out to Universal Studios, an easy two hour dive away. Locally there are a few restaurants and cafes within walking distance, the Conch Grill is particularly good with a very generous happy hour from 11am - 7pm. We would like to return and highly recommend this accommodation.
Top guest favourite
Guest house in St. Petersburg
4.9 out of 5 average rating, 326 reviews

Carriage House in North St. Pete

GraceRating, 5 stars1 month ago
We had a wonderful stay here! It was very close to everything we wanted to do and their hospitality was phenomenal. We hope to come back and stay again sometime!
Guest favourite
Apartment in Tampa
4.93 out of 5 average rating, 400 reviews

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

SheilaRating, 5 stars1 month ago
Such an awesome place to stay with amazing views. Clean and had extra essentials which makes it nice. Loved the fan and TV above the bed and the large shower. I traveled alone and felt completely safe. I would definitely stay again.
Superhost
Bungalow in Tampa
4.75 out of 5 average rating, 106 reviews

Tropical 1920s Bungalow with Saltwater Pool

HopeRating, 5 stars3 weeks ago
This was a great space, loved the outside space, the hosts were very responsive to any questions we had! We loved our stay here.
Superhost
Home in Seminole
4.95 out of 5 average rating, 295 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

ClaireRating, 5 stars1 week ago
This home was the perfect place to stay for our family vacation. Charlie was responsive and provide incredible recommendations anytime we asked. The yard was private and secure and the neighborhood was quiet. The home has everything we needed! We didn't have to travel more than 30 minutes to beaches, delicious restaurants and ice cream. I would absolutely stay here again!
Guest favourite
Apartment in Clearwater
4.94 out of 5 average rating, 141 reviews

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

AlecRating, 5 stars3 weeks ago
Great location, and host provided everything we could need whether it’s at the apartment or at the beach.
Superhost
Apartment in Clearwater
4.81 out of 5 average rating, 153 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

ElliotRating, 5 stars1 week ago
we really enjoyed our stay! the condo was in a very nice and quiet area. about a 15 minute drive to clearwater beach. everything was exactly as pictured/described. we got a lot of use out of the provided beach chairs, umbrellas, etc. and were very happy that was available for use. the only issue we ran into during our whole stay was we were unable to find a can opener in the kitchen when we went to cook dinner and it was too late to go out and buy one. besides that, we were beyond pleased with the location, price, cleanliness, and amenities. would recommend to anyone and we are looking forward to coming back!
Guest favourite
Flat in Clearwater Beach
4.89 out of 5 average rating, 217 reviews

Waterfront Modern Chic #1 Clearwater Beach

MichaelRating, 5 stars2 weeks ago
My family and I had such an amazing time staying at Lina's place! The apartment is even more beautiful than the picture suggest. It was absolutely spotless and we had such a nice time hanging in the pool as well as sitting out back and watching the boats go by. The beach is a quick 5 minute walk away as well as several other dining spots. Would love to come back again soon!

Quick stats about holiday rentals that are family-friendly in Westchase

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹2,591 before taxes and fees

  • Total number of reviews

    850 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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