
Pet-friendly holiday rentals in Longboat Key
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Top-rated pet-friendly home rentals in Longboat Key
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Popular amenities for Longboat Key pet-friendly home rentals
Pet-friendly house rentals

The Velvet Blue house 3/2+Pool+5 min Siesta Key
The house looks exactly like the pictures! It was amazing . The house was so beautiful and so clean! Edina , Doris and joe the maintenance guy were very responsive and helpful. The house is on a quiet road . The pool was beautiful especially at night . The house is very close to siesta key beach and there’s so much more all near the home . I would Recommend this house and I will definitely be coming back :) it was a good experience.

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.

Spacious 2 Bedroom Home | Near Beach | Heated Pool
The stay was in a nice neighborhood. Enjoyed spending time at the pool there. The house was clean and free of clutter. When we had issues with the AC, Melissa responded right away and worked hard to fix the issue immediately. She refunded us the night as we stayed at a hotel with the house at 80. The AC got fixed the next day and we stayed our final night. Thanks Melissa for all your help making for a great stay.

Coastal Retreat near Siesta Key Beach and Downtown
Aubrey’s place is amazing! It’s in a great location close to the best attractions Sarasota has to offer, but you’ll find yourself just wanting to stay inside and enjoy this masterfully decorated space. I cannot exaggerate the fact that it feels like you are stepping into a page in an interior design magazine. Aubrey herself was delightful to communicate with. She left us a very sweet welcome note and little gift. Wish she had a bnb in every town we visit!

Pickleball, Axe Throwing, Mini-Golf, Bowling, IMG
This place was just what my family and I needed, clean, fun and close to the beaches! Christina was very responsive and made our stay pleasant

"Enfuego!"
We had such an incredible time staying at this property! It has everything! Plenty to do even on rainy days. Can’t say enough about it. We had 8 adults and a baby and king beds for everyone which is hard to find. So private in the back yard and unique!

༄ Sunset Shore on Anna Maria Island ༄
First time visit to AMI & it was beyond amazing. The house was so clean & just as described. Outdoor space had fantastic ambiance & plenty of space for a family of 7. Had some other family vacationing there as well, and they spent the whole time at our house because they said it was 1000 times better than where they were staying. Owners were so friendly, quick to respond & just overall welcoming & accommodating. Highly recommend staying here!!

Sunset View
We had a blast! The house was everything we expected and Renee was very responsive! Zero complaints! 10/10
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!

Close to the Beach+ Private heated pool and spa!
We had the best time - it was everything we could've wanted in a rental! This was our first time staying in Holmes Beach and we loved it. The house is close to everything in town. We used and enjoyed all the wonderful amenities that Craig provides - the golf cart (a must!), beach cruisers, beach wagon, umbrella and chairs. The pool, hot tub and hammock were also a highlight for us. We can't wait to come back!

*Lakefront Oasis w/ Pool | Mins to AMI | Sleeps 10
We had a great stay at this beautiful and spacious home in Bradenton. It was perfect for our group, with comfortable bedrooms and a well-equipped kitchen. The pool area was very enjoyable refreshing after hot beach days. The location is excellent, just under 15 minutes from the beach and close to stores, restaurants, and markets. The house also includes beach gear, which was super convenient. There’s a grill area and a yard with games for everyone to enjoy. The lake view made our morning coffee even better. My family and I were very happy with our stay and would definitely book again!

Pool Home-Beaches-Arcade-MiniGolf
Andrea was such a kind and responsive host, communication was easy from start to finish. The place was super clean and had everything we needed, it’s located in a quiet peaceful neighborhood, they even provided beach essentials like an umbrella and a cart, which made things so convenient. The neighbors were also incredibly sweet, one even gave my daughter a bike to ride! It was about a 30-minute drive to Siesta Key. The pool was very popular with my kids and the game room! We also really appreciated the complimentary coffee and snacks. Oh, and the beds? So comfy! We felt right at home. Highly recommend staying here.

Tropical Retreat Close to Beaches |Pool |Game room
Absolutely loved our stay! The house looked exactly like the photos—beautiful, bright, and well-kept. Everything was spotless when we arrived. The host went above and beyond by providing tons of beach equipment, which made our beach days so easy and fun. The location was perfect—just a short walk to the marina, but tucked away in a quiet, peaceful area. Communication was seamless; the host was super responsive and helpful throughout. Would definitely stay here again and highly recommend it to anyone visiting the area!

Manatee Manor by Beach Boutique Rentals
Can’t say enough about the place. Clean, peaceful walkable to bayside beach down the street, 5 minutes from great restaurants. Very responsive to our questions. Brought our golden doodle who feel in love with the expanse back area to run and play. Very high end appliances. Water views everywhere. We will be back!
Private, pet-friendly home rentals

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
A wonderful stay at Siesta Key! The accommodations were even better than the pictures and Kyle was attentive and responsive during our stay. A quick and easy walk to the beach with all the chairs and umbrella in a pull wagon to make it an enjoyable time on the beach. And the outdoor shower at the house made for a quick and easy rinse after time at the beach. The house was updated with all the amenities for a comfortable stay and the king size bed was comfortable (a must for me). An easy walk to the village and restaurants were great. We had a wonderful stay and will come back! Thanks for sharing!

Historic Downtown Sarasota - Gem I
Anna was extremely attentive and made sure we had all of the information we needed before we arrived. The house is very clean located next to lots of great nightlife. Highly recommend staying here and hopefully we can book it again the next time we’re in Sarasota!

"Lost Loon" Oceanfront Cottage by Roxy Rentals
Beautiful views from this beach bungalow that provided lots of amenities - comfy beds, plush towels, well-stocked kitchen, beach chairs, etc plus extras like a bottle of wine and sunscreen. We really enjoyed our time here. The only negative was the lack of a solid door on the main bedroom. It’s a slatted closet door so it limited privacy and was not quiet if anyone was in the kitchen. Still, we’d highly recommend it for the location and the completely updated cottage!

Ocean Breeze Retreat 6min to Siesta BEACH!
The place was a perfect home base for this trip. Everything was clean and convenient. Great communication from the host.

Pets-Allowed + Fire pit + Arcade Games
This is the cleanest airbnb I’ve stayed at. SPOTLESS. Neighborhood was very quiet and close to everything we wanted to do. Scott was super friendly and communication was A+++++ Highly recommend Scott’s place.

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.

Cortez ~ Grouper Cottage. BRING YOUR BOAT!
This was our second summer in a row staying at the cottages. We always have a blast.
Quick stats about holiday rentals that are pet-friendly in Longboat Key
Total rentals
130 properties
Nightly prices starting at
₹4,282 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
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
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- Caspersen Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
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- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park