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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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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

Guest favourite

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.

Guest favourite

Home in Bradenton

4.97 out of 5 average rating, 109 reviews

WOW-King Bed w/86° Pool, Turf Golf green, Beaches

Location!! Have fun with the whole family at this stylish home. Just minutes to Anna Maria Island beaches. This incredible newly built home sets the highest standards of luxury living. It’s the ideal retreat with its expansive views of the outdoors from the moment you enter. Open concept with large French doors throughout the home creates the perfect indoor-outdoor lifestyle. Spend the day lounging by the heated pool with a cold drink in your hand. Fun turf yard area with games and putting green

Guest favourite

Townhouse in Sarasota

4.95 out of 5 average rating, 349 reviews

Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙

You are safe with me!Enhanced cleaning protocol in place- as per Airbnb guidelines. Welcome! Be yourself! A five star stay, guaranteed. You WILL be happy here! Special occasion? My favorite. I like doing special things for special people. Courtyard w/ lounge chairs, tiki bar, pond & cafe seating! Queen bed and a pullout couch with new mattress! A 1/2 m walk to downtown. 1 of 2 upstairs apartments at The Tropical Nut! We aim to please! No-regret-booking! Will consider-if asked-pets of all kinds!

Guest favourite

Home in Bradenton

4.94 out of 5 average rating, 247 reviews

Home near Anna Maria Beach w/ Hot Tub + Fire Pit

* Place is ready & available post Hurricane Milton, with 5 Star review from recent guest Come find a space away in this 1 bedroom Guest House with a private patio and inflatable hot tub located less than 15 Minutes away from Anna Maria Island Beach. Enjoy all that the area has to offer, and come home to the private ambience of an outdoor fire pit and relaxing hot tub, or play a fun game of corn-hole on the back patio. The home is a quaint 627 square feet in a safe and friendly neighborhood

Guest favourite

Guest suite in Indian Beach-Sapphire Shores

4.99 out of 5 average rating, 210 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!

Guest favourite

Home in Bradenton Beach

4.97 out of 5 average rating, 159 reviews

Welcoming Back Guest: Jan 1, 2025!

Less than a 2 minute WALK from the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. With 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 a bathroom on opposite ends of the house (a pocket door adds privacy). Private heated salt water pool sits amidst the lush tropical yard. Hop on the free A/C'ed trolley and explore Florida's gorgeous Anna Maria Island.

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 139 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.

Guest favourite

Guest house in Sarasota

4.8 out of 5 average rating, 259 reviews

Sarasota Getaway Guest House

Fully private & not shared with others Seasonal rates commence Nov 1 2023 - April 30, 2024 Longer Term Lower Rate Rentals commence May 1, 2024 - Nov 24 (Long Term rental rates available - please contact) Enjoy the luxuries of staying in the Gillispie Park area Dog Park, Tennis, Pickleball...... Walking distance to downtown where guests can find wonderful dining, entertainment, Saturday morning Farmers Market and much more Close to beaches and Arts and Entertainment and St. Armands Circle

Guest favourite

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!

Guest favourite

Apartment 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.

Guest favourite

Guest suite in Indian Beach-Sapphire Shores

4.96 out of 5 average rating, 323 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.

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Popular amenities for Longboat Key pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Holmes Beach

4.94 out of 5 average rating, 89 reviews

Breezy Harbor AMI pool retreat near the Beach

Guest favourite

Home in Longboat Key

4.96 out of 5 average rating, 69 reviews

Beautiful Beach House

Guest favourite

Home in Bradenton

4.96 out of 5 average rating, 211 reviews

Cozy Cottage R-Steps to Riverwalk/Close to Beaches

Guest favourite

Home in Holmes Beach

4.93 out of 5 average rating, 41 reviews

Backyard Bliss Anna Maria Island

Guest favourite

Home in Bradenton

4.9 out of 5 average rating, 41 reviews

The "Love shack" Bungalow

Guest favourite

Home in Holmes Beach

4.99 out of 5 average rating, 155 reviews

Captain's Quarters at Spinnakers Vacation Cottages

Guest favourite

Home in Sarasota

4.97 out of 5 average rating, 30 reviews

Fenced Yard | Vry Private | 400Mb | BBQ | Netflix

Guest favourite

Home in Holmes Beach

5 out of 5 average rating, 37 reviews

Couple’s Seatreat Summer Rate Specials

Pet-friendly home rentals with a pool

Townhouse in Longboat Key

4.82 out of 5 average rating, 33 reviews

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

Guest favourite

Home in Holmes Beach

5 out of 5 average rating, 14 reviews

Castaway Cottage

Guest favourite

Apartment in Longboat Key

4.93 out of 5 average rating, 40 reviews

Spacious 2 bedroom Longboat Key Condo

Guest favourite

Cottage in Holmes Beach

4.92 out of 5 average rating, 51 reviews

Kiwi Cottage *Heated Pool+Spa+ walk to the Beach!

Guest favourite

Apartment in Treasure Island

4.95 out of 5 average rating, 102 reviews

Waterside Studio in the heart of TI, walk to beach

Guest favourite

Apartment in Holmes Beach

4.94 out of 5 average rating, 18 reviews

Beach, Pool, Tennis, Bikes, Close to Everything

Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 68 reviews

The Wisteria Oasis W/ heated pool & hot tub

Guest favourite

Townhouse in Longboat Key

5 out of 5 average rating, 31 reviews

Updated Townhome, Secluded Beach + Pool

Private, pet-friendly home rentals

Guest favourite

Rental unit in Holmes Beach

4.96 out of 5 average rating, 26 reviews

Luxury 2BD Oceanfront Condo + Private Parking

Guest favourite

Tiny home in Bradenton

5 out of 5 average rating, 36 reviews

Azul Oasis

Guest favourite

Home in Anna Maria

5 out of 5 average rating, 22 reviews

༄ Sunset Shore on Anna Maria Island ༄

Guest favourite

Home in Sarasota

4.98 out of 5 average rating, 54 reviews

Stunning New 3 bed 3 bath pool home by Siesta Key!

Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 78 reviews

Mid-Century Oasis with Pool in Arlington Park 1

Guest favourite

Guest house in Sarasota

5 out of 5 average rating, 17 reviews

Peace of paradise

Guest favourite

Guest house in Sarasota

4.96 out of 5 average rating, 28 reviews

Cocoanut Historic Garden Flat

Guest favourite

Home in Bradenton

5 out of 5 average rating, 14 reviews

The Lazy Palm

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

Total rentals
170 properties
Nightly prices starting at
₹4,205 before taxes and fees
Total number of reviews
2.8T 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