
Pet-friendly holiday rentals in Longboat Key
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Top-rated pet-friendly home rentals in Longboat Key
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Longboat Key pet-friendly home rentals
Pet-friendly house rentals

Luxury 3/3 with Heated Pool, Spa, & Putting Green!
My wife and I had a great time at this stay. Lots to do at the house along with great beaches and restaurants within a 15-20 minute drive. The house was clean and had everything that you might need. We were able to drive to Disney in just over an hour and a half which provided a different experience to go along with the daily beach/pool trips. Cool AC inside to combat the humid 88 degree weather in June 2025.

2.5mi 2 beach+Pets OK+Pvt Pool+Grill+Tropical Yard
We had an amazing time at 200 Palms! The home is exactly as pictured with spacious bedrooms and living areas stocked with many comforts that make you feel at home. The backyard truly felt like an oasis with room to swim, grill, and play as a family. We traveled with our three children, who spent countless hours in the pool when we weren't exploring AMI. We really appreciated having pool toys and beach equipment in the shed because it made for easy beach excursions and saved us time from shopping for additional gear. If you have kids, they will love the lofted bedroom and the outdoor tree house area. The location of the home is extremely convenient as there is a grocery store less than two miles away, excursions in Bradenton are close, and getting to AMI is a breeze. The backyard makes you feel like you have a private space to enjoy. Brian is extremely responsive and all communication was prompt and clear. Overall, we would absolutely stay here again!

[escape to paradise] siesta key beach getaway
Wonderful stay! The location was great—just minutes from the beach and close to great restaurants. The house was as described: clean, comfortable and everything we needed. The host was very communicative and helpful. Highly recommend and would absolutely stay again!

Cozy Tampa Home with Large Heated Pool
Dayanna is a great host. Quick to answer questions, issues, food recommendations. Will definitely want to book this as a family getaway in the future.

Home near Lido Beach - Hot Tub + Fire Pit
Jacob was an accommodating and informative host. He provided recommendations and checked in a few times which was appreciated. The guest house is small, clean, and as described. The location is quiet, albeit about a 20 minute drive from most of the beaches and downtown Sarasota where we spent most of our time. The drive was easy and there are lots of places nearby to get what you need.

Mid-Century Oasis with Pool in Arlington Park 1
This place is perfect. Everything you want in an air bnb and it’s exactly like it looks. My family and I were beyond happy with it. The pool is gorgeous. The location is amazing it’s legit 8 to 10 minutes away from pretty much anything you need or want to do. The house is quiet and the beds are super comfy. I would rent this place every year for a trip. Also the host is awesome! They were there for anything we needed or had questions about and are super nice and friendly people. Thanks again for everything!

WOW-King Bed w/86° Pool, Turf Golf green, Beaches
Place is Amazing family had fun in the pool and soaked in The sun, had fun with the ping pong and great features, close to Bradenton beach which is my favorite place now, would come back for sure.

* Anna Maria Sunrise Escape A *
Thanks for all the help. I appreciate the quick response to anything that came up and looking forward to the next time.
Pet-friendly home rentals with a pool

Island in the Sun, luxury beach house,private pool
Had the absolute best stay here! Everything was perfect, from the interior design to the location. The pool was great with lots of privacy in the backyard. The house was spacious, each bedroom having a king and its own bathroom. My son loved that. We would love to stay here again!

Pool, Spa, & Private Gym in the Heart of Sarasota
We had a great stay at the house. Loved the interior decor. Looks like the home was remodeled recently. Everything was fresh and clean. We loved hanging out by the pool. Backyard was very private and peaceful. Posts were very quick with their responses if I had any questions about the home. We would definitely stay at the Home again when we’re in town.

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!
Just checked out of Kate’s place! What can we say, as a family of five and also our parents we had the most amazing stay. The property is as described, super clean and spacious! The kids loved the pool area and spend countless hours playing around the pool and with the vast array of games throughout the villa. The Area was beautiful, gorgeous beaches and friendly people! Kate was an amazing host, always insightful, friendly and very responsive. What a fabulous family holiday full of lots of new memories created. Thanks Kate!

Supercute Beach Themed Retreat Free Parking Wi-FI
Es super tranquilo. La atención de los anfitriones super . Todo muy limpio y organizado

“Enfuego!”
When I saw this new listing, I hesitated—no reviews and almost too-perfect photos. But the owners quickly answered my questions, were responsive, and I’m so glad we booked. The home is exactly as pictured: spotless, spacious, beautifully designed. The pool area is a dream—plenty of space for our group of 11 (with 4 kids), with waterfall features, a sauna, and even a sandy play area. The movie room and golf simulator were a hit too! Beds are comfy, rooms are big and inviting, Wi-Fi is great. Peaceful, safe neighborhood with tons of privacy. Carter and Naomi were responsive and kind to any concerns we had, and took care of everything. Amazing hosts. This home is a gem.

༄ Sunset Shore on Anna Maria Island ༄
10 of us stayed at Jeff and Ingrid’s and it was perfect! The house was beautiful, plenty of linens and kitchen necessities. The location was great for walking to shops or beach! Loved the outdoor area! Perfect to unwind after the beach or dinner. We will be back!

Anchor house +6 min. from Siesta Beach+heated pool
If you are looking for a place in Sarasota with everything you need closed to you like restaurants, dinner, food shopping etc at just minutes from siesta key then this is the place. Very clean and definitely what you see in pictures is what you getting. I stay here with m wife and two kids, we are very happy with pick this place, will definitely book again.

Sunset View
We had a blast! The house was everything we expected and Renee was very responsive! Zero complaints! 10/10
Private, pet-friendly home rentals

Whispering Winds by Beach Boutique Rentals
Great stay, quiet and cozy home!

Toes In The Sand | Private Pool, Walk to Beach!
The rental was very clean and had everything we needed. Kitchen was well equipped and the grill was a plus! Our toddler loved the pool and all the beach toys! We enjoyed the location and quick access to the beach and restaurants. Will definitely consider staying again!

100 Steps to beach access & 5-min Village walk
The location was perfect- very close walk to the gorgeous beach, shopping and restaurants. The house is immaculate, very quiet and well stocked - they thought of everything to make our stay comfortable and stress free. The beach wagon with chairs and umbrella was incredibly helpful since we flew to FL and wouldn’t be able to bring those things ourselves. Kyle was very responsive and checked in on us periodically. If we’re ever lucky enough to go back to Siesta Key, we would absolutely stay here again.

Historic Downtown Sarasota - Gem I
Adorable. Cutest little house on the block. Location was perfect and walkable to everything. Quiet and safe while still being downtown. Check in was easy and parking right next to the home was so nice.

Blue studio perfect for 2, just 5 min from beach
Super cute little stay, will definitely be back!! Extremely close to the beach & street was calm. Kitchen has everything you need to cook, and there’s a laundromat right beside the unit! Also, one of the best beds I’ve ever slept on lol!

Steps to the beach! Updated Condo at The Terrace
Unit is very close to the beach. Lots of beach gear including paddleboard, chairs, umbrella/canopy, beach towels, and cooler. Washer and dryer right in unit make laundry easy. Trolley stop is right across the street. Front bedroom can be a little noisy with the traffic. Overall, had a great stay!

Sarasota Bayside Hideaway
This place was perfect for what we needed. We needed a little space to just be able to pop in and out of for the weekend. Getting in and out was very easy! It was clean, super cute and we felt very comfortable there.

Downtown Sarasota | Casa de Zara
Casa de Zara is a beautiful and aesthetic property with great amenities and great local finds! The host, Faith, was extremely friendly and responsive. We felt extremely welcomed and at comfortable. The property excelled our expectations and we hope to stay here again!
Quick stats about holiday rentals that are pet-friendly in Longboat Key
Total rentals
130 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
110 properties are a good fit for families
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park