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Florida Rentals with Private Pool

(3577 rentals)
Gulfport House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Gulfport Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Gulfport is known for its funky, eclectic vibe, and this home is just as fun! The colorful, beach interior is warm and inviting, perfect for families or couples (and their four-legged friends). So grab the crew, and enjoy your Getaway! Pool is heated upon request from Nov 1 to April 30 to a temperature...

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Featured review

"nice vacation"

we had a lovely time and the house was as nice as advertised. only complaint is the pool was cold. i inquired about tuning on heat and was told the pool was 87 but it was frigid.

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$309
avg per night
Special Offer
Orlando House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Sanctuary at West Haven - Davenport, Florida is an upscale gated community located just 10 miles from Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this...

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Featured review

"Absolutely peaceful"

The host and this home are absolutely a pair made in heaven. The home is very cozy, and relaxing. The host is absolutely on target for presenting a very nice home. Communication is top tier and customer...

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$167
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Flip & FlopsVilla Flip & Flops is your next rental home on the water way with a large pool and lanai situated in the desired SW Cape Coral area. Due to the home's central location, you are only twenty minutes to Matlacha and thirty minutes to Fort Myers Beach. Here, guests...

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$282
avg per night
Rotonda West House
Sleeps 7, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 10 miles to Englewood Manasota Key

Key Amenities

  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Completely remodeled, New kitchen, baths, flooring etc...Screened outdoor living and dining room. Enormous Lanai, Pool and Spa.4 Bedrooms, 3 Baths. 2 on-suite Bedrooms, Master has oversized 5x5 walk-in shower. All bathrooms, bluetooth sound built in. 3rd bedroom - Two twins can be kept separate...

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Featured review

"Comfortable and Quiet"

I love staying at Ericka’s home! It’s right on the golf course with stunning views from the covered porch! Ericka is very receptive and always answers. You can’t go wrong at this property!

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$216
avg per night
Port St. Joe House
Sleeps 14, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover your dream coastal escape at Sunset on the Curve, a stunning 2,000 square foot vacation home that beautifully combines elegance and comfort. Perfectly situated just fifty feet from the pristine, sugar-white sands of the Gulf, this 4-bedroom, 3.5-bath retreat features two expansive decks that...

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$438
avg per night

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Special Offer
Kissimmee Villa
Sleeps 12, 6 bedrooms, 4.5 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Villa is fully air conditioned, pool has solar heating, all rooms have cable tv, Free WIFI, local calls are free, Safe and baby equipment also available for use at no extra cost.The villa has a 30ft South West facing solar heated Pool/Spa with a large patio area with table chairs and sun loungers,Also...

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Featured review

"Extremely Satisfied"

My family and I enjoyed our stay at Brendas home. It was clean and very comfortable. It felt just like “home”. Though it was too cold that week in Florida, we weren’t able to enjoy the pool and jacuzzi...

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$191
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to The Gleneagles Escape, a relaxing 4-bed, 2-bath villa tucked inside the peaceful Highlands Reserve Golf Community in Davenport—just 15 minutes from the magic of Disney World!Bright, open living spaces flow from the fully stocked kitchen to a cozy lounge where soft couches and a smart...

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$196
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
27 reviews

Distance to beach: 9 miles to Manasota Key

Key Amenities

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

About this property

If you are seeking a peaceful relaxing vacation home on the beautiful Florida Gulf Coast, away from the bustle of everyday life, then 'Gulf Tranquility' is the perfect place. Experience the laid back Florida Lifestyle while enjoying the natural beauty, cultural history and stunning white sand...

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Featured review

"Home comforts and more."

We have recently returned after spending 3 weeks at Gulf Tranquility.This lovely home was very clean and comfortable providing everything we needed to enjoy our holiday. We appreciated the private pool...

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$213
avg per night
Key Colony Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come relax with us in this adorable two bedroom, two bath half duplex on the shady side of 9th St. Brand new pool that is 9 X 16 and 3' to 4' in depth. There are three therapy jets on the seating area like a whirlpool.The master bedroom has a king size bed, while the guest bedroom has a...

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$257
avg per night
Special Offer
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to La Isla Bonita!- Steps to Anna Maria Island's powdery-white sandy beaches - Private heated pool, ping pong table, and basketball game - Impressive deck with breathtaking views - 4 spacious bedrooms & 4 bathrooms - 3-story home with elevator - Close proximity to local dining,...

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Featured review

"Seas the Day"

Great accommodations..good location to shopping, marina, Anna Maria Island, restaurants.. quick response from Mgmt Team for minor issue.. quiet area, carport, security gate.. enjoyed our time there..

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$620
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to American DreamAmerican Dream is a beautiful, four bedroom and 3 full bathroom vacation villa situated in one of the most highly desirable SW Cape Coral locations. The home has a generous floor plan with plenty of space for a large group or family as well as a designated office. American...

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Featured review

"Cape Coral Aha"

A very nice home with 3 good sized bedrooms and a wonderful lanai with a nice sized/deep pool. The living area (living,dining,kitchen) is open concept. Decor was great and furniture was comfortable and...

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$256
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please note that surrounding units may still be undergoing improvements. The shuffleboard, club house, and fitness center are currently unavailable until further notice. For updates, please contact SeaBreeze Vacation at .Welcome to your ultimate beachside escape! This beautifully renovated 2 bedroom,...

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$276
avg per night
New
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Cheerful Serenity – Luxury Waterfront Oasis on Perico Bayou with Pool, Dock & Sunset ViewsWelcome to Cheerful Serenity, a cheerful 3 bedroom, 2 bathroom waterfront escape with unforgettable sunset views over Perico Bayou. This serene cul-de-sac location feels worlds away yet keeps you close...

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$424
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

CELADON RESORT #202, on the 2nd floor, is the perfect place for a beach vacation- with family or friends! Celadon Beach Resort is located directly on the Gulf of Mexico, where you will enjoy access to beautiful beaches as well as stunning views of the gulf directly from the comfort of your oceanfront...

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$230
avg per night
Panama City Beach Condo
Sleeps 5, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

*Updated, Express Elevator #7 with easy access to #2518!Our Tidewater Beach Resort #2518 sits directly on the beach and features all of the amenities you could ask for to go along with a perfect location close to many restaurants, night spots and attractions. Everything on your wish list! This nicely...

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Featured review

"Amazing"

We enjoyed our condo. It was clean and nice and had a wonderful view. It is right in the beach. As with any place this high up the elevators are a waiting game during certain times of the day, but if you...

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$173
avg per night
New
Santa Rosa Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
27 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Available for December, January, and February Book a minimum of 30 days to receive an exclusive long-term discount. The property boasts a 1-bedroom unit with bunk beds and 1.5 bathrooms. It offers a stunning Gulf view, three heated pools, a hot tub, and private beach access. Enjoy your morning coffee...

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$194
avg per night
Fort Lauderdale Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Located in a secluded midcentury style retreat, this ample suite offers waterfront tranquility with the common heated pool and backyard offering stunning views on the canal. A private patio boasts a dining table fit for eight. The retreat is composed of four suites and common spaces to unwind including...

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$550
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces....

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$970
avg per night
Pensacola Beach House
Sleeps 30, 8 bedrooms, 10 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of This Luxe Gulf-View Estate:* Rooftop Deck with Gulf Views + Game Room* Private 36-Foot Pool + Optional Heat* Elevator Access to All Floors* Gourmet Kitchen with Double Refrigerators* Two Living Rooms + Two Laundry Rooms* Professionally Designed Interiors*...

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$964
avg per night
Destin House
Sleeps 15, 6 bedrooms, 6.5 bathrooms

Distance to beach: 0.4 miles to public beach access

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

** The rates shown in the rate table below DO NOT include taxes and fees. These are the base rates for daily and weekly rentals. To get a complete price quote, please email us or give us a call! **** During our Spring/Spring Break and Summer Seasons, we do require 7 nights Saturday to Saturday in...

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$586
avg per night
Fort Walton Beach Condo
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Island Echos 2A – Sugar Shores | Beach Front Condo in Okaloosa Island, FL | 1 Bedroom | 1 Bathroom | Sleeps 6Features: Beach Front | King Master Bed | Murphy Bed | Sleeper Sofa | Sleeps 6 | Beach Service Included | Free Activities!Detailed Description: Welcome to Island Echos 2A...

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$133
avg per night
Palm Harbor House
Sleeps 10, 3 bedrooms, 3 bathrooms
23 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to “Ocean Oasis” by Clearwater Beach Vacation HomesOcean Oasis is a beautiful vacation home located a short drive from the beach. It features a refreshing heated pool, 4 spacious bedrooms, and 3 modern bathrooms, offering a perfect blend of comfort and relaxation for an unforgettable...

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$356
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The home is located in a beautiful neighborhood of South Cape Coral. A heated pool with Waterfall is awaiting you. Quiet Neighborhood, and we hope you honor this surrounding. Very nice arranged yard and green.The SpaceWelcome to your dream vacation retreat in South West Cape Coral! Nestled in...

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$191
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Totally renovated with a modern chic vibe, this 2-bedroom, 2-bath condo offers stylish living with sweeping bay views. Featuring high-end finishes, an open layout, and abundant natural light, this turn-key home perfectly blends elegance and comfort.Step into style and sophistication with this beautifully...

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$326
avg per night
Perdido Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Perdido Dream 2BR/2BA Gulf Front Condo!Voted "Best Beachfront Budget-Friendly - Luxury Class" by the FLARBO Awards! Perdido Dream is a well-appointed two-bedroom, two-bath, Gulf-front Perdido Key vacation rental, conveniently located in the Florida Panhandle between Orange Beach, Alabama,...

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Featured review

"Look no further!!!"

I cannot say enough positive things about this place or the owners!!! It truly is like a home away from home!! Very comfortable & has everything you need and more!!! I have ZERO cons!!! They welcome you...

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$165
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in dates blocked on the calendar, please message me. This 100% updated home has everything from a large heated pool, outdoor shower, lush mature landscaping, completely furnished inside...

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Featured review

"Awesome House"

WOW! I can not say enough about the wonderful stay we had. The house was beautiful and stocked with everything a family would need and the location is perfect. Short walk to beach and Pine St. restaurants...

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$375
avg per night
Pensacola Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Pensacola Beach Luxury Location | Blue Angels Beachfront Views | Indoor & Outdoor Pools | Resort Style Amenities | Aqua Spa On-SiteExperience coastal luxury at Beach Club Resort & Spa condo 1502, proudly managed by Beach Getaways, where breathtaking panoramic views of the Florida Gulf Coast...

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$309
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Kai Blue is located in Holmes Beach, just steps from the beautiful AMI beaches. This 4 bedroom/2.5 bathroom with an elevator also has a private backyard with a pool. Kai Blue gives you the dreamy coastal vibe and it's close to restaurants, Island stores and right next to the free trolley stop.Pull...

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$483
avg per night
Marathon House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

NEW!!! FULL BACKYARD REMODEL!!! NOW OPEN FOR BOOKING!!! INGROUND POOL INSTALLED HEATED! FIRE PIT! PUTTING GREEN! PRICES STILL REFLECT PRE RENOVATION PRICES HURRY IN BEFORE THEY GET RAISED! ***New backyard photos coming soon.***The Keys Hideaway ~ your private paradise in beautiful Marathon,...

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$385
avg per night
Melbourne Beach House
Sleeps 12, 5 bedrooms, 5 bathrooms
2 reviews

Distance to beach: 100 feet to Right outside the Door! The beautiful Atlantic!

Key Amenities

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

About this property

Superlative Home! Magnificent Views grace this gorgeous luxury single family Home! Located in the premier South Melbourne Beach area, which is the most prestigious and sought-after area of Brevard County Beaches! Beautiful pool and hot tub! Private 3000 sq. ft. home has coral fireplace, leaded glass windows,...

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Featured review

"We loved it!"

We do a yearly Christmas vacation early in December, so that all our family can be together. This year we chose the house in Melbourne Beach. It is a great house with every room having a bathroom. The...

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$802
avg per night
Special Offer
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...

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Featured review

"Fabulous!"

We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...

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$370
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

When you arrive at the property you will notice ample parking for your whole party.  When you enter the property, head up the stairs in the front of the home and enter your code.Once you enter you will see where the property gets its name, Crazy Mermaid! When you enter you will see off to the...

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$406
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to our very recently refurbished beautiful holiday villa for you to enjoy in the Florida sunshine!When you walk through the door into your Orlando vacation home you are greeted with a wonderful family room with comfy furniture and 58" flatscreen smart TV, with views out across the large...

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Featured review

"Christmas"

Our family had a very relaxing pleasant stay will definitely recommend this villa to anyone I know that is traveling to Florida in this area, very convenient safe and the property has been maintained, the...

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$215
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 3 bathrooms
21 reviews

Distance to beach: 9 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to our beautiful Florida retreat, Villa Sea-Esta Palms. You will feel at home and comfortable the minute you walk thru the door! This is a home, and not a beat up rental. This spotless clean, Spacious 3 bedroom, 3 bathroom with 2 master suites. Very private tropical yard!, very...

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Featured review

"Beautiful Florida Home"

Great family friendly rental. The pool was a hit with our three boys! The home is fully stocked with everything you need, clean and accommodating. Beautiful beaches within 10 min from home. Judy is also...

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$285
avg per night
Fort Walton Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

“No Worries, Beach Happy” – Coastal Paradise on Okaloosa Island! Managed by Easy Vacation ServicesWelcome to “No Worries, Beach Happy,” an 803 sq. ft. beachfront condo on the serene sands of Okaloosa Island. Perfect for small families or romantic getaways, this vibrant...

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$141
avg per night
Port St. Joe House
Sleeps 9, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Welcome to French Cottage by the Sea! Nestled in the serene, gated community of Barefoot Cottages, this enchanting 3-bedroom, 3.5-bath retreat is your perfect escape. Just a stone's throw from the vibrant downtown Port St. Joe—less than 2 miles away—where you can explore charming boutique...

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$157
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please note that surrounding units may still be undergoing improvements. The shuffleboard, club house, and fitness center are currently unavailable until further notice. For updates, please contact SeaBreeze Vacation at .​​​​​​Step into island luxury at this beautifully renovated 2-bedroom,...

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$276
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

DEC, JAN - Special Deals – Trade Snow For Beach Sand!! Take advantage of our new Length-of-Stay Discounts (on top of Last-Minute Discounts!) and save big on long stays through February 1st, 2026: • 5–6 nights → 10% off • 7–13 nights → 15% off • 14–20...

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Featured review

"Great family-friendly beachfront condo"

I had an amazing stay at this beachfront condo! From the moment I arrived, I was impressed by how clean, spacious, and beautifully decorated the unit was. The views of the ocean from the balcony were absolutely...

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$182
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

5608 GULF DR UNIT 111 SUN PLAZA WEST, HOLMES BEACH, FL 34217 VRC Book with confidence: NO CANCELATION FEES Cancellation Policy (Effective for reservations made on or after August 13, 2025) $500 deposit due at time of booking; balance due 60 days prior to arrival Cancel 60+ days before arrival →...

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$336
avg per night
Key Largo Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
7 reviews

Key Amenities

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

About this property

Multi-million dollar views and the peace and quiet you expect in the Keys. DIRECT bay front condo, white sandy beach, new gym, sauna, swimming pool, bocce, basketball and tennis courts, non motorized water sports launch area and storage, native tropical paths, numerous hammocks and seating areas on the...

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Featured review

"Gorgeous Condo!"

Absolutely loved my time here! The condo has all updated bathrooms, kitchen and laundry! The master bathroom is beautiful and felt like I was in a hotel! Views are gorgeous and the location is great! Will...

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Last Minute Deal
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Amazing, Beach front Condo!!- Beautiful Perfect Low Floor unit- 2nd floor!! No elevators needed for your Arrival and Departure! Near Pier Park The Views are stunning from your balcony, Just sit and take a breath and enjoy! You even have a view while you are cooking in the kitchen. New pots and pans...

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Featured review

"Gorgeous ocean view from this contemporary beachfront condo!"

You will love this beautiful and spacious beachfront condo! It is conveniently located on the 2nd floor and within easy walking distance to Pier Park and all the amenities there. The owner made check-in...

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$216
avg per night
Islamorada House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Lower Matecumbe waterfront home, pet friendly for 1 dog. New concrete saltwater pool (heated/cooled) in 2022. New 20,000 Lb boat lift in 2022. New paint inside and out 2022. New furnishings in 2022. White Marlin Beach access and quick boat ride to Channel 2 or 5 bridge or to Robbies Marina. Plenty of...

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Featured review

"The Florida Keys at its Best!"

We stayed here in the “Honu Hale” house in August 2024 during the Florida Lobster Season. The property is ideally laid out & set up for boaters, divers & fisherman. There’s plenty of dockage and a...

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$250
avg per night
Englewood Villa
Sleeps 8, 2 bedrooms, 2 bathrooms
96 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Star Fish Villa - 5★ Beach villa - most sought-after home in Englewood! 1.6 Miles to Englewood Beach/Manasota Key Private in ground Pool Centrally located to shopping Game room with Darts, Pool, Air hockey & Table tennis Screened Lanai facing Pool & landscaped garden Blackstone...

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$254
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$652
avg per night
Miramar Beach House
Sleeps 16, 6 bedrooms, 6 bathrooms

Distance to beach: 0.4 miles to Emerald Waters Private Access

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

** The rates shown in the rate table below DO NOT include taxes and fees. These are the base rates for daily and weekly rentals. To get a complete price quote, please email us or give us a call! **Welcome to "Take Me Away!"Large Private Pool, Secluded Gated Community! Easy Walk to Private...

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$547
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

ALERT: There will be construction from approximately January 2026 - September 2026 that may impact amenities and experience. During this time there may be increased noise and construction activity and possible amenity closures. The dock remains closed at this time. Dates are subject to change with no...

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$243
avg per night
Marathon House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to 137 Mockingbird Cove! Modern, expansive home built in 2022, offering incomparable boating! Quick walk or ride from Sombrero Beach. Each of the 5 bedrooms features its own ensuite bathroom, offering ultimate privacy and comfort. Includes a private heated/chilled pool, 2 paddleboards, 4 bicycles,...

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$857
avg per night
Bradenton House
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to paradise in our charming 2-bedroom pool house, located just a short drive from the pristine beaches of Anna Maria Island. This beautifully appointed home offers the perfect blend of comfort and style, making it ideal for families or couples seeking a relaxing getaway.Step inside and be greeted...

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$283
avg per night
Fort Walton Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

“Sea” yourself at the lovely “Dolphin Delight” in the guest favorite Waters Edge 616. Managed by Easy Vacation ServicesThis beautiful 1,433 sq. ft. of soothing living space is perfect for families or multi-couple getaways. Located on the white sandy beaches of Okaloosa Island,...

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$213
avg per night
Last Minute Deal
Orlando House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Retreat at Champions Gate - Kissimmee, Florida, is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury pool home sits nestled just outside of Orlando, Florida, and will quickly become one of the most desired locations in the Orlando area. During your stay,...

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$293
avg per night
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