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Pet-friendly vacation rentals in Longboat Key

Find and book unique pet-friendly homes on Airbnb

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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Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Rental unit in Indian Beach-Sapphire Shores

4.97 out of 5 average rating, 215 reviews

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

Home in Holmes Beach

4.97 out of 5 average rating, 128 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

Twin Palms is home to NY Times best-selling food writer and chef and her tech husband. Infant/kid/pet-friendly (to 35 lbs) in a great location 5 min. walk to the beach. Private lagoon-style *heated* pool amid lush landscaping with gorgeous rock waterfall. Fully updated kitchen, 60-inch Sony HDTV, 55'' Samsung Frame TV, Italian leather reclining sofas, BBQ, beach gear, updated bathrooms, three king bedrooms. Classic Florida one-level home - no stairs. Managed directly by owners. No crazy fees!

Guest suite in Indian Beach-Sapphire Shores

4.99 out of 5 average rating, 211 reviews

The Sapphire Suite 1Bed/1Bath

Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living area complete with all necessities such as wifi, an outdoor patio and your own free parking. The suite is located MINUTES away from all of Sarasota's famous hotspots! It is down the street from Jungle Gardens. A 10minute walk to The Ringling Museum. 10minute drive to Downtown, 15 minute drive to both Siesta Key and St. Armand's Circle. It could not be located more ideally!

Home in Sarasota

4.96 out of 5 average rating, 142 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Cottage in Nokomis

4.97 out of 5 average rating, 138 reviews

Sanctuary for Post-Hurricane Travelers

We’re pleased to report we sustained no hurricane damage and our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world and experience the comfort and hospitality you so deserve! Many of our favorite restaurants are open and waiting for you! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 1/2 blocks away!

Condo in Holmes Beach

4.93 out of 5 average rating, 145 reviews

Blanco and Sunset Villas on Anna Maria Island

Located just 200 steps from the beach you’ll have your feet in the sand in no time. A comfortable living area + fully equipped kitchen. The villa is furnished with beautiful island décor and local art. Everything you need including a heated pool, large patio with a Tiki hut, tropical gardens, plus a private outdoor area with a shower and grill for your comfort. Walk to everything – grocery, pharmacy, ice cream, bagels, breakfast, pizza, donuts, and the beach which is just 2 minutes away.

Condo in Bradenton Beach

4.87 out of 5 average rating, 114 reviews

Charming and Updated 1 Bedroom in Runaway Bay

Our charming 1 BR/ 1 Bath condo is a new to the rental market. It was formerly owner occupied. The property is in the Bradenton Beach area of Anna Maria Island. Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Fitness center has newer equipment. There is a fishing pier which also works as a great way to enjoy beautiful views of the Anna Maria sound. Free trolley stop is right in front of the property. Washer/dryer in unit.

Home in Bradenton Beach

4.97 out of 5 average rating, 159 reviews

BACK Jan 1! Newly Renovated! STEPS 2 Private Beach

NEW Pics Coming! Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

Guest suite in Indian Beach-Sapphire Shores

4.96 out of 5 average rating, 328 reviews

Mid-Century Suite w/ Private Entrance

Cute master suite w/ private bathroom and private entrance through backyard (no access to main house- think "mother in law suite"). Private and no access to rest of home. Self check in w/ coded lock. Lanai has washer/dryer and seating area. Mini fridge (w/ small freezer), microwave and nespresso machine, water kettle. Filtered water provided. TV w/ Netflix. Wifi. Queen bed. Small desk. Private full bathroom w/ bidet. Also has outdoor sink and shower. Controllable a/c unit in room.

Guesthouse in Rosemary District

4.9 out of 5 average rating, 131 reviews

Perfect Florida location: Craftsman Carriage House

Beautiful, recently built accessory dwelling in downtown Sarasota designed to match and complement our historic 1920s bungalow main house, which can be booked separately on AirBnB. The 1BR/1BA carriage house apartment has all modern amenities, with a dedicated garage parking spot and a lovely outdoor porch. The carriage house features Craftsman-style details and is available for short- or long-term stays. Locally-based property management team on-call to ensure a pleasant stay.

Bungalow in Anna Maria

4.88 out of 5 average rating, 136 reviews

Bay Breeze Cottages #2 (The Redfish)

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Longboat Key pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

Townhouse in Longboat Key

4.82 out of 5 average rating, 34 reviews

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

Home in Anna Maria

4.9 out of 5 average rating, 50 reviews

Island in the Sun

Home in Bradenton

4.93 out of 5 average rating, 117 reviews

Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill

Home in Holmes Beach

4.93 out of 5 average rating, 41 reviews

Backyard Bliss Anna Maria Island

Condo in Longboat Key

4.93 out of 5 average rating, 40 reviews

Spacious 2 bedroom Longboat Key Condo

Home in Anna Maria

5 out of 5 average rating, 22 reviews

༄ Sunset Shore on Anna Maria Island ༄

Home in Holmes Beach

5 out of 5 average rating, 14 reviews

Pineapple Paradise! 1 block to Beaches!

Townhouse in Longboat Key

5 out of 5 average rating, 31 reviews

Updated Townhome, Secluded Beach + Pool

Pet-friendly home rentals with a hot tub

Tiny home in St. Petersburg

4.95 out of 5 average rating, 135 reviews

King Bed Studio | Free Wi-Fi and Parking | A-1

Home in Holmes Beach

4.95 out of 5 average rating, 173 reviews

Sea AMI

Home in Seminole

5 out of 5 average rating, 112 reviews

WOW! Heated Pool and Hot Tub! NICE! 3 mi to beach!

Vacation home in Sarasota

4.94 out of 5 average rating, 33 reviews

Waterside Retreat: Modern 2BR, Mins to Beach & Apt

Condo in St. Petersburg

4.96 out of 5 average rating, 169 reviews

Sea La Vie- Studio by the bay!

Guesthouse in Bayshore Beautiful

4.85 out of 5 average rating, 233 reviews

La Casa Azul - Private Detached Guest House

Home in Bradenton

4.94 out of 5 average rating, 119 reviews

Spa & Pool+By The River+Near Beaches+Gameroom

Home in Sarasota

5 out of 5 average rating, 53 reviews

Modern Organic King Beds Salt POOL/SPA SRQ Retreat

Pet-friendly house rentals

Home in Holmes Beach

5 out of 5 average rating, 9 reviews

Beachy Blue by Beach Boutique Rentals

Home in Holmes Beach

5 out of 5 average rating, 13 reviews

6 Bed/5.5 Bath Heated Pool -1 Minute Walk to Beach

Home in Longboat Key

4.96 out of 5 average rating, 71 reviews

Beautiful Beach House

Home in Holmes Beach

5 out of 5 average rating, 14 reviews

Castaway Cottage

Home in Holmes Beach

4.96 out of 5 average rating, 75 reviews

Salty Harbor AMI pool retreat near the Beach

Home in Holmes Beach

4.99 out of 5 average rating, 155 reviews

Captain's Quarters at Spinnakers Vacation Cottages

Home in Sarasota

5 out of 5 average rating, 15 reviews

Luxe Oasis Mins to Beach & Downtown w/Heated Pool

Home in Holmes Beach

5 out of 5 average rating, 37 reviews

Couple’s Seatreat Summer Rate Specials

Quick stats about vacation rentals that are pet-friendly in Longboat Key

Total rentals
170 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
140 properties are a good fit for families
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace

Destinations to explore