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Pet Friendly Vacation Rentals in Florida

(1862 rentals)
Dunedin House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Honeymoon Island State Park

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

2 Bedroom 2 Bath fully furnished, "Pet Friendly" home with large fenced backyard. Large living room, full kitchen, and a laundry room with washer/dryer. Covered carport for a single car plus a covered patio with grille. All utilities, Internet & streaming services included.

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$173
avg per night
Cape San Blas House
Sleeps 13, 5 bedrooms, 4.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Seas the Day! is perfectly situated in the low-density, gated and popular Seagrass neighborhood on Cape San Blas (CSB). Enjoy the roomy accommodations for large families who want to eat and game together, but who also enjoy a little elbow room for the quiet times you need. The reverse floor plan, with...

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Featured review

"It's Wonderful1"

We stayed for two glorious months with our dog Ellie. The location is perfect and an easy walk to the beach or a quick stroll around the neighborhood. The community quiet and well maintained.Seas...

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$312
avg per night
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Come enjoy paradise in this beautiful, open concept 3 bedroom 2 bath home situated centrally on Marco Island. Quick access to the island bridges or to the heart of Marco's downtown lets you focus on the charm and beauty of this island destination. The home comfortably sleeps 7 guests with fresh,...

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$220
avg per night
Key West House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 0.5 miles to Higg's Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Private Luxury Key West Home with Private Pool, surrounded by lush tropical landscaping in the Casa Marina neighborhood of Old Town.The fusion of a mid-century Florida home with dramatic Caribbean design, has created an ideal contemporary “Floribbean” style villa in the Casa Marina district...

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Featured review

"Stunning Private Villa in Key West - Fabulous Location!"

We were so impressed with this Key West hidden gem. Along with it's beauty, you feel the love and care the owners have for this private home, as they provided you with all the amenities, plus so much more....

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$384
avg per night
Port St. Joe House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Pool
  • WiFi

About this property

This 3.062 square foot bay front residence brings architectural character and warm coastal elegance to Cape San Blas. Dramatic arched windows and doors frame panoramic views of St Joseph Bay, while vaulted tongue-and-groove wood ceilings and soft sea-glass tones create a welcoming and elevated atmosphere...

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$752
avg per night

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Key Largo Mobile home
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

***SERIOUS INQUIRIES ONLY**** This house can only be rented for a minimum of 28 days, as per city of Key Largo rules.This cozy and spacious home located in the heart of Key Largo has available water access in the backyard. Located centrally in the Cross Kay Waterways neighborhood near shops, restaurants,...

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Featured review

"Belmont Beauty"

Located directly on a canal- right near Adams Cut for Ocean access, Canal opens to Blackwater Sound - offering access to gulf side also. From our seawall we saw manatee, dolphin, tarpon, needle fish, &...

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$160
avg per night
Fort Lauderdale House
Sleeps 16, 6 bedrooms, 5.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This extravagant Mediterranean coastal waterfront villa is Nestled in the streets of Seven Isles. The beach is a mile away following the picturesque Las Olas Blvd leading from downtown area (with its galleries, boutiques and restaurants). Relish in tranquility from the heated pool, lounge areas in the...

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Featured review

"Perfect house with a tremendous amount of space to relax"

We stayed at the house with a group of friends and the house is well located, clean, and there is a ton of space to spread out. They provided bikes, beach chairs for 4 which came in handy. There was great...

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$1,647
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Looking for your next great escape? This 3 bed 2 bath pool home is located approximately 10 minutes from the beach and 5 minutes from downtown. This fully furnished home with eclectic beach décor will allow your worries to melt away in the beautiful city of Naples. Relax in the large rectangular...

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Featured review

"Looks smaller on the pictures than reality! Nice gem"

We were amazed upon arrival, this place is a very nice big home with high ceiling rooms, big nice common place kitchen living room and dining room. Many updates has been made since the pictures were taken,...

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$274
avg per night
Anna Maria Island Cottage
Sleeps 4, 2 bedrooms, 2 bathrooms
27 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the...

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Featured review

"Little piece of Heaven on Earth!"

We are so fortunate, and grateful, that we had the opportunity to stay at The Walker Family Cottage. I definitely have to say that the pictures online do not do it justice. The location is absolute paradise,...

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$217
avg per night
Bonita Springs Townhome
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

JUST CLOSED!! Be the first to live in this brand new Island style Townhome in Villa Mar. Located directly across from Bonita Bay your location could not be better. Nothing has been overlooked in the modern design features of this home. The well appointed kitchen with stainless steel applinaces and white...

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$250
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This is a new first floor classic coach home on a spacious corner lot featuring 3 bedrooms and 2 bathrooms.Introducing a pristine, never-before-occupied first-floor classic coach home nestled on an expansive corner lot. This elegant abode boasts three bedrooms and two bathrooms, offering an exquisite...

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$105
avg per night
Cape Canaveral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Perfect gateway house located across the beach, 1 minute walk, close to the Port Canaveral, Kennedy Space Center and Cocoa Beach Pier. This is an updated house with new furniture, appliances and Smart Tv's in all rooms. Open concept floor plan including extra Bonus Room. Brand new white kitchen with...

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Featured review

"Fantastic"

We travel a lot and to many different destinations. This house has been, by far, our best rental experience. The house was beautiful, with a lot of wonderful amenities. From the minute we walked in the...

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$380
avg per night
Anna Maria Island Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Starfish Isle by Beach Retreats Vacation Rentals 5803 Holmes Blvd Holmes Beach, FL 34217 VRC 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub Pet Friendly This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighborsAt 4 bedrooms and 3 full bathrooms,...

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Featured review

"Wonderful, Clean home with pool!"

The home was absolutely wonderful with everything we needed to make our weeklong vacation a success! Everything was clean and well kept. The beds were comfortable and the best part was the pool and pool...

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$362
avg per night
Miramar Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

"GULF GET AWEIGH"Unit 103APavilion Palms Condominium 3 King Bedrooms + 1 Queen Sofa Bed / 3 Full Bath / Garage / GOLF CART / Gulf & Pool Views / 2nd Floor / Sleeps 8 ** Completely Remodeled ** This uber luxurious high-end "Industrial Warehouse" inspired condo will...

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$200
avg per night
Panama City Beach House
Sleeps 16, 5 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Great Location!!! This new 5 Bedroom + Bunk Area has 3.5 Luxurious Bathrooms, Large backyard with Private Pool and pet Friendly! Beach Haven sleeps 14 in beds (Max guests 16)! It has parking for 4 cars. Just steps from the beach! Pool Coming January 1st, 2023. Heated Pool (Pool Heated for additional Fee)....

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$319
avg per night
New Smyrna Beach House
Sleeps 4, 1 bedroom, 1.5 bathrooms
12 reviews

Distance to beach: 2 miles to NSB/Flagler Ave.

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Experience the Old Florida Charm of New Smyrna Beach. Located on the beautiful Intracoastal Waterway, this completely renovated circa 1883 B&B two (2) story carriage house is within walking distance to the quaint shops and cafes of New Smyrna's historic downtown. Kayak through the beautiful...

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Featured review

"Charming"

Charming Cottage Close to the River and Ocean. Close to Food and entertainment. Wonderful hosts. They had everything that we needed.

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$223
avg per night
Sarasota Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 11 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Step into your relaxing getaway in beautiful Sarasota, Florida! This thoughtfully designed townhome offers the perfect blend of modern comfort, convenience, and charm—just a 20-minute drive to Siesta Key Beach, ranked the #1 beach in the U.S.With sleek fixtures, updated appliances, and warm...

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Featured review

"Sarasota rental property"

This was our first time booking with Florida rentals. This property was just what it showed. Clean, heated pool just a short walk . Host was good at communicating. Would go back again.

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$176
avg per night
Last Minute Deal
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 50 feet to Indian Shores

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new remodel corner balconies (contact me ) Minivans at Tampa, Saint Petersburg/ Clearwater airports, hot tub, heated pool restaurants accross the street gas grills private parking 250k remodel. Also we own three other direct ocean front condos located there along with Minivans Station at local...

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$214
avg per night
St. Petersburg Apartment
Sleeps 5, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Enjoy our beautiful duplex. Both units upstairs and downstairs are owned by me therefore if you are two families that prefer some privacy while still being together, this is the place for you! Weather you want to hang out together in your own private yard or hit the city as a group minutes away, you wont...

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Featured review

"cozy apartment in great location"

Cozy little apartment in fabulous location! Beautiful Crescent Lake across the road which was great for daily walks including dog park and beautiful pelicans and other wildlife. Right next door is the...

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$120
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your private slice of paradise in sunny Cape Coral! This 3-bedroom, 2-bathroom waterfront home is perfect for families, couples, or groups looking to relax and enjoy Florida living.Start your mornings with coffee on the lanai overlooking the canal, spend the day lounging by your private...

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Featured review

"Book now! Amazing stay!"

Our family had the BEST stay here and we honestly couldn’t have asked for a more perfect place for traveling with kids. From the moment we arrived, it felt like the home was truly set up with families...

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$210
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This brand new second floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large master bedroom ensuite with an...

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$126
avg per night
Fort Lauderdale Villa
Sleeps 16, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This stunning waterfront modern villa embodies unparalleled elegance and the epitome of coastal-living. Indulge in captivating waterfront tranquillity and secluded privacy of a lush tropical foliage vis-a-vis from the expansive heated pool, overwater dock lounge or grand open-concept living, dining, and...

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$1,652
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Experience luxury living in this stunning vacation rental nestled on a prestigious golf course in Cape Coral, Florida. With three spacious bedrooms and two baths spread across 1800 square feet, there's ample space for relaxation and entertainment. Enjoy soaking up the Florida sun by the large, sparkling...

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Featured review

"Beautifully situated next to the golf course with a stunning sunset"

We thoroughly enjoyed this older, well-renovated house with two people from mid-November to early December. The rental process, move-in, and move-out were all very well organized by the extremely friendly...

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$185
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Bring your family and friends for a wonderful escape to one of the best kept secrets in the Florida Panhandle. Cape San Blas offers a taste of “Old Florida”: quiet dog friendly beaches, a bay abundant with sea life and plenty of southern hospitality. You will find fresh gulf shrimp and seafood...

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$969
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Your private Siesta Beach escape! Walk or bike to sand, unwind in the heated saltwater pool or Sauna and bring your furry friends along!Key Differentiators & AmenitiesSought-after Siesta Key Family & Pet friendly location—easy access to the beach, village, shops, restaurants, coffee...

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Featured review

"Paradise"

The home on Siesta Key is totally amazing in every aspect. The completely updated modern architecture combined with the lush tropical landscape make this an excellent choice to relax and experience...

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$352
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome To Babcock National Golf & Country Club ~ Welcome to Paradise!This 1st Floor Terrace Condo offers guests 2 Bedrooms & 2 Bathrooms, with beautiful Modern Luxury Decor throughout. With over 1154 square feet of living space and Million Dollar views of Lake Babcock, you'll love catching...

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$83
avg per night
Sarasota House
Sleeps 10, 3 bedrooms, 3 bathrooms
43 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Steps to everything pet-friendly downtown Sarasota has to offer!Walk or bike to restaurants, shops, marina, Bayfront, Whole Foods, Coffee Shops, Opera or Symphony7 minutes to Lido Key Beach and St. Armands Circle 6 minutes to Ed Smith Stadium Oriole's Baseball, Ringling College, Opera, Symphony 5...

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$179
avg per night
Naples Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Turnkey, 3 bedroom, 2 bath condo. It is located in the heart of Naples within a 15 minute drive to Mercato, 15 minutes to Fifth Avenue and 10 minutes to the beach. The Fairways at Emerald Greens is a quiet, friendly community with tennis courts, pickleball courts, a heated pool, hot tub and clubhouse....

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$2,407
avg per night
Last Minute Deal
Destin Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

TO CHECK RATES FOR YOUR STAY, LOOK UNDER THE OWNER INFO SECTION FOR THE 'CLICK HERE' LINKBlue Surf 17B, Destin Area2 Balconies * 2 BD 2 BA * Seconds From The BeachMake lasting memories with your friends and family at Blue Surf 17.Start each day taking in gulf views over sunrise...

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Featured review

"Awesome stay!!"

The condo is super convenient. Close to everything in the Destin area. Condo is stocked with everything you need and more. We loved the size of the condo….everyone had “space”. It was a wonderful...

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$160
avg per night
Largo House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Immerse yourself in the beachy bliss of the Coral Beach Bungalow, a stunning 4-bedroom, 2-bath vacation home designed for those who crave the ultimate getaway filled with Sun, Sand, and Sunsets!!! Ideal for families or groups, this luxurious and spacious getaway promises relaxation and adventure in equal...

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Featured review

"Clean, comfortable, well appointed"

We held a 4 day family reunion at this location - 5 adults and 4 children under the age of 5. The home is what you would expect if you borrowed it from a favorite aunt; the kitchen is fully appointed with...

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$237
avg per night
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 1 bathroom
26 reviews

Distance to beach: 70 yards to Laguna beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

This Classic beach cottage has been completely renovated and is truly home away from home. You can sit outside and enjoy the million dollar view of the gulf. The cottage is located away from the crowds in a quiet residential neighborhood with a relaxed atmosphere. The "World's Most Beautiful...

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Featured review

"Last minute get away"

The owner Larry was great to work with on this last minute rental. The cottage was on the older side, but was exactly what we wanted. Location was excellent, just a short walk to the beach. Would highly...

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$147
avg per night
Longboat Key House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Discover this newly rebuilt hurricane-resistant home at 701 Broadway St, Longboat Key, FL 34228 . Perfect for couples or small families seeking a serene vibe.Property Features2 bedrooms, 2 bathrooms. 1 bedroom guest house above garage, just one flight up. Fully gated backyard with swimming...

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Featured review

"Super Cute Long Boat Key Cottage!"

Absolutely loved our stay at this Longboat Key cottage! It’s perfect if you work from home — fast, reliable Wi-Fi and a dreamy window seat made it easy (and enjoyable) to stay productive. The location...

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$362
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Footprints in the Sand 114 48th Street Holmes Beach FL 34217 VRC19-000156 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub | Pet Friendly This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighbors Welcome to FootPrints in the Sand, a stunning vacation...

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$498
avg per night
Davenport House
Sleeps 14, 6 bedrooms, 5 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Wow!6 bedroom, 5 bathroom house is the perfect place for you to enjoy after a long day at the parks or if you take a day off to relax. With a game room, pool and spa, everyone is sure to have a good time! pool heat available for an extra fee, BBQ is complimentary. Resort with a comm clubhouse, Lazy river,...

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Featured review

"Best place ever"

This was excellent place for. Our family. It was clean. And. Well taking care of if anything went wrong or had something needed. It was there like asap I give this. House 10 out 10. And the price was...

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$209
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

THIS is on BEACH Park at Front Door Walk out BACK to PRIVATE beach Yard OH YEALocated in Panama City Beach, enjoy what this 2-bedroom townhome has to offer. With two king beds and a sofa bed in the living room, guests find plenty of space to relax. The three bathrooms include showers and thoughtful...

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$503
avg per night
Naples House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your peaceful retreat on a beautiful 5-acre estate that backs up to 600 acres of county-owned land. This modern 2BR/1BA guest house offers comfort, privacy, and plenty of outdoor space to unwind. You'll enjoy a fully equipped kitchen, Roku TV with live streaming, and a shared pickleball...

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Featured review

"Guest House on Horse Ranch"

This place was very clean and quiet ! Kitchen had the necessary items we needed. Would stay here again !

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$130
avg per night
Destin House
Sleeps 26, 11 bedrooms, 11.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Top Reasons to Book Poseidon’s Palace: * Public Beach Access Approx. 0.2 Miles Away * Private Pool/Spa With Heating Options (Fee Applies) * Golf Cart (6-Seater LSV) Included At The Home * Dog Friendly Home (Fees and Restrictions Apply) * Separate Carriage House – Full Living Space,...

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Featured review

"Great Vacation Rental Home"

We have vacationed in the Destin area for over 18 years. As our family grew we had to look for larger homes to accommodate the 24 plus occupants. We have seldom rented any property twice because there is...

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$1,397
avg per night
New
Kissimmee Villa
Sleeps 14, 7 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Saleda at Windsor – 7BR/5BA Luxury Villa w/ Private Pool + Spa | Steps From ClubhouseWelcome to Saleda at Windsor, a beautifully updated 7-bedroom, 5-bath resort home located in the highly desirable Windsor at Westside, one of Orlando’s newest premium vacation communities. Perfectly positioned...

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$195
avg per night
Longboat Key House
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 500 yards to Whitney Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Looking to step back in time to enjoy the "Old Florida Lifestyle''? Located in the quaint historic village of Longbeach on the northernmost end, is a lovely cottage steps from Sarasota Bay and 2 1/2 blocks from Gulf of Mexico with its own relaxing courtyard surrounded by beautiful lush...

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Featured review

"cozy cottage"

The cottage is in a great location on Longboat Key. It is small but having the outside patio was nice extra space to use. Quick walk and view of the bay, and not a long walk to the beach.

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$151
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Distance to beach: 10 miles to Tigertail Beach, Marco Island

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

FULL GOLF MEMBERSHIP IS NOW AVAILABLEAug-Oct 2026 $4.2k/mo Nov 2026 - Apr 2027 N/A May 2027 $8k/mo ask about other monthsThe social member benefits are included in rental fee, full golf rental membership is available for an additional fee per Eagle Creek Golf and Country Club rules (currently...

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$195
avg per night
Cape San Blas House
Sleeps 9, 3 bedrooms, 3 bathrooms
4 reviews

Distance to beach: 0.0 miles to Cape San Blas

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

The Crescent Pearl is a large, beautiful home in a private, gated community on Cape San Blas. This first tier home features walls of windows for wonderful gulf views, a pool, four screened porches so you can enjoy the fresh gulf air any time insect free. The Crescent Pearl also has built-in Sonos ...

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Featured review

"Perfect choice"

This home is excellent if you enjoy luxury. The rooms are so well equipped and comfy. Very clean and comfortable. We loved the screened lanai’s (3) which were quite large and had plenty of chairs to sit...

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$349
avg per night
Kissimmee House
Sleeps 12, 5 bedrooms, 4 bathrooms
5 reviews

Distance to park: 5 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Imagine coming home at the end of an exhilarating day at the parks... You grab a refreshing drink, relax in the poolside living area and reminisce about all you did that day.Memories made, job done!Serendipity offers all the comforts you dreamed of putting on your wish List:Private Fenced...

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Featured review

"Complete PRIVACY & The WARMEST Pool ️"

️BOOKED May 21-25️️This was our 10th VACA home rental (Cali, TN & FL) and without a doubt, Sarah is 1 of our FAVS as she is an exceptional host and it was our pleasure working with her. Her level...

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$278
avg per night
Largo House
Sleeps 11, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome home! We have put lots of love to make this home the best version of what we would want in a vacation home. The home is completely updated and centrally located to allow you to enjoy multiple beaches during your vacation. It is only a 5 minute drive to Indian rocks beach, 13 min to Clearwater...

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$274
avg per night
Islamorada Estate
Sleeps 12, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Hidden in the heart of Islamorada, this oceanfront villa offers an unmatched privilege of a secluded private beach—an experience few can claim. Expansive terraces stretch across both levels, framing ocean views. This haven's open design and spacious rooms blend seamlessly with serene surroundings....

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$2,872
avg per night
Lutz House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

search "Darby Ln property Sonia” in YouTubeUnwind at this stunning lake house, 25 minutes from airport. Well maintained with open floor plan with 3 beds, 2 full baths, open kitchen/living room. Gather family & friends to create happy memories. Screened porch overlooks a lake. 2 acres...

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$245
avg per night
Kissimmee Villa
Sleeps 10, 5 bedrooms, 4 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

One of the closest possible communities to Walt Disney World (less than 3 miles away), Emerald Island is a quiet oasis in which to spend your vacation. Emerald Island is an exclusive gated community less than a mile from the world famous US Highway 192 where you will find shops, restaurants, and entertainment....

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Featured review

"It was amazing"

We had a great time first time me and the family had a great time.Ann was amazing and communication was onnpoint my

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$136
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 2930 SW 10th PL Cape Coral, FL, 33914, US LICENCE NO: RR-001659-2026 BUILT IN: 2021 LAST RENOVATED: 2025 (new lanai furniture) MAIN FEATURES: Pet friendly Pool (electronically heated) Spa (electronically heated)...

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Featured review

"BO NEED TO LEAVE!"

Villa Cozy Flamingo was more than we'd hoped for. Between the pool, hot tub and channel to fish, we never felt like we needed to go anywhere. We were amazed at all the beach chairs, umbrella, floats water...

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$120
avg per night
Clearwater House
Sleeps 14, 4 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This beautiful home is located Only 3 miles (9 minutes) to Clearwater Beach! Our large yard with HEATED (Oct-May) pool & bonfire pit are great areas for entertainment. Clearwater beach is #1 best beach in the US!The beach offers miles of beautiful white sands and breathtaking sunsets. It is loaded...

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Featured review

"Beautiful"

we loved everything about this home, it meet or exceeded all of our expectations. Our family really enjoyed the time spent here, the location was amazing and the home had everything we needed.

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$259
avg per night
Destin House
Sleeps 28, 8 bedrooms, 10 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Short SummaryWelcome to Coral Casita, a newly constructed Gulf Coast luxury sanctuary thoughtfully designed for multi-family groups seeking an elevated beach experience. Styled in an elegant coastal design, this spacious retreat blends refined comfort with standout indoor-outdoor living—just...

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$761
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

New Name - A Wave From It All, formerly known as Island Dream, is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 3 bedrooms/2 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the...

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Featured review

"Family Vaca 2023"

This was my family's first vacation to Anna Maria island. The house was beautiful and in a great location, convenient to all the hot-spots! The lay-out of the house was great, master bed and queen beds...

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$206
avg per night
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