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Florida Luxury Rentals

(688 rentals)
Fort Walton Beach Condo
Sleeps 11, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

REDECORATED AND ALL NEW FOR 2023! Bright and Beautiful! Stunning views from large Gulf front patio and side windows! Summer Place 309 is a spacious, newly designed, ideal family unit with amazing views. This is an end unit so there are windows along the west side of the unit which means lots of sunlight...

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Featured review

"Another great vacation"

Condo wasn't ready at 4:00, they had to finish things up which was about 30 add'l minutes. Condo was clean and smelled well sanitized. Didn't have a coffee maker, so we bought one and Kim had no problem...

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$779
avg per night
Boynton Beach Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

DelrayNightly proudly presents Oasis Palms House on the north end of Lake Ida. Spacious & Thoughtfully Designed – Sleeps 8 Comfortably With two primary suites and a smart, open layout, the home offers both privacy and connection—ideal for families and groups: • Primary Pool...

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$713
avg per night
Cape San Blas House
Sleeps 12, 4 bedrooms, 5 bathrooms
2 reviews

Distance to beach: 0.3 miles to Cape Palms Park

Key Amenities

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

About this property

Welcome to Belle On The Bay, our exquisite sister property to Amelia By The Bay, offering guests a serene retreat on the tranquil waters of St. Joseph Bay. Situated at the sought-after north end of Cape San Blas, this prime location provides convenient access to the area's premier attractions. Property...

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Featured review

"Wonderful home on the bay!"

The property was fantastic! It was spotless clean and very, very well equipped with everything we needed. Our grandsons really enjoyed the paddle boards and kayaks also, fishing and crabbing from the dock....

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$752
avg per night
Destin House
Sleeps 16, 6 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Always and Forever — A Landmark Estate in Destiny West Welcome to Always and Forever, one of the most breathtaking homes in Destiny West. From the moment you arrive, the architectural detail and craftsmanship set this property apart. Handmade double front doors open into a residence defined by...

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$1,262
avg per night
Davenport Villa
Sleeps 16, 14 bedrooms, 11 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to your luxurious vacation villa located in Solterra Resort. This 14-bedroom, 11-bathroom villa is designed to provide you with unmatched entertainment, high-end comfort, and resort-style amenities, making your stay truly exceptional. The space ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑ ⭑Master...

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Featured review

"Excellent home"

This home was absolutely wonderful for golf trip with 14 guys. Spacious, fun and excellent location. Only issues were security at front gate and time to enter the complex.

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$809
avg per night

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Naples House
Sleeps 12, 5 bedrooms, 4 bathrooms
1 review

Distance to beach: 0.5 miles to Vanderbilt or Wiggins Pass

Key Amenities

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

About this property

Welcome to Palm View 11020 Vanderbilt Drive, Naples, FL 34108 5 BEDROOMS • 4 BATHROOMS • GAMEROOM Now with wifi controlled pool & spa! Relax, refresh, and recharge at Palm View — a beautifully updated home located in the heart of Naples Park on 110th Avenue. With 5 bedrooms,...

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Featured review

"Great place for families"

Barb's place was great! Big bedrooms with comfortable beds, nice living space, and the pool area was perfect for both kids and adults. House is conveniently located near the beach with a short ride to...

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$815
avg per night
Marathon House
Sleeps 12, 5 bedrooms, 4 bathrooms
5 reviews

Key Amenities

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

About this property

5 Star Modern New Construction Bayfront Home With Private Dock and Pool Island Dreamz Bay House is a piece of paradise on the Vaca Cut waterway in Marathon. Gorgeous and brand new 5 bedroom, designer decorated, 4 bath single-family home with 36 ft. of assigned dockage. Private pool can be heated upon...

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Featured review

"Island Dreamz a stunning home, lovely view and perfect location in the Keys!"

This was our second stay at Vaca Cut at The Tides. We loved this gorgeous home with its exquisite design and comfort. The house was immaculate ~ kudos to the pros who keep this home clean and well stocked...

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$820
avg per night
Key Largo Estate
Sleeps 16, 6 bedrooms, 6 bathrooms

Distance to beach: 6 miles to Pennekamp

Key Amenities

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

About this property

Recently renovated large 6 bedroom, 7 bathroom Ocean Front House on 5 Acres. Gated from the main road. It can comfortably sleep up to 16 people. Covered parking for up to 6 vehicles and outside parking for several more. This estate is surrounded on 3 sides by park lands and the Atlantic ocean. If...

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$810
avg per night
Destin House
Sleeps 16, 5 bedrooms, 7 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Just steps from the sugar-white sands of Crystal Beach, this brand-new, fully renovated luxury home is the ultimate Destin getaway! Designed for relaxation and entertainment, this stunning retreat blends modern coastal style with resort-style amenities — all within walking distance to the beach,...

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$1,134
avg per night
Destin House
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Neptunes Nest | Waterfront Mansion | Heated Pool | Rooftop Deck | Boat Slips Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. *Pool Heated by request, fee applies. *Golf Cart (LSV) Rental Partner Discount! *...

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$833
avg per night
Panama City Beach House
Sleeps 20, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to Paradise at “Castle by the Sea” | 5BR/3BA | Sleeps 20 | Beach Access Welcome to your dream beachfront getaway in Panama City Beach, FL! Professionally managed by Azure-Properties, this spacious 3-story, 5-bedroom, 3-bathroom home offers over 3,600 sq. ft. of updated luxury, perfect...

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$911
avg per night
Islamorada House
Sleeps 14, 6 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Welcome to Caribee Beach House! Discover the enchanting charm of Caribee Beach House, where the timeless allure of old-school Islamorada beautifully melds with stylish comforts. Tucked away in the heart of downtown Islamorada, this hidden gem offers an extraordinary retreat with 200 feet of private...

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$2,038
avg per night
Fort Lauderdale House
Sleeps 12, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Waterfront quintessential residence blending Floridian flair with Bohemian vibe, nestled in a lush tropical garden by Lake Melva. Indulge in waterfront tranquillity through floor-to-ceiling windows, from the hammock within the ample open living space or outdoor lounge areas offering privacy, thanks to...

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$1,114
avg per night
Cape San Blas House
Sleeps 18, 5 bedrooms, 5.5 bathrooms
2 reviews

Key Amenities

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

About this property

Make It Sweet is a new construction custom home steps from the private community boardwalk to the beach. Our home was built for large groups or extended families to enjoy. The house sleeps 18, featuring 3 King Suites, a handicap accessible Queen Suite and a bunk room for 10. There are two living spaces,...

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Featured review

"Best Stay in Cape San Blas!"

We just returned from our Make It Sweet stay and I can’t say enough about this luxurious house. Jennifer and her husband (sorry, forgot your name) have thought of everything! The modern amenities like...

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$1,034
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

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

About this property

Steps to Beach + Heated Pool + Golf Cart & Bikes | North End Retreat This beautifully remodeled 4-bedroom, 4-bath Anna Maria Island vacation home is perfectly situated on the coveted north end — just steps from the Gulf of Mexico. With a convenient beach access path directly across the street,...

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$946
avg per night
Marathon House
Sleeps 12, 5 bedrooms, 6.5 bathrooms
1 review

Key Amenities

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

About this property

Gulf-Front Modern Luxury | 5BR w/ Rooftop Deck, Infinity Pool, Dock & More! Indulge in an unparalleled luxury experience in this breathtaking 5-bedroom, 5.5-bathroom estate in Marathon, Florida. With direct Gulf views, high-end amenities, and a sleek modern design, this home is a dream getaway for...

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Featured review

"AWESOME BAYSIDE OCEAN LOCATION, PROPERTY AND STUNNING HOME - MARCH/APRIL 2026"

The ocean view from the roof and 5 bedroom modern style home is 2nd to none in the keys! Each bedroom has it's own bathroom and the home is very modern and in excellent condition. The infinity pool is...

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$1,162
avg per night
Ponte Vedra Beach House
Sleeps 14, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

The perfect beach getaway! - Wake up to coffee and a stunning sunrise. - Spend all day lounging on the beach and cooling off in the ocean. - Wind down with a gourmet dinner overlooking the water. Embrace the essence of coastal living in this classic 5 br home. Directly on the beach, this home features...

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$833
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Introducing the "Bonefish House" at Tarpon Point! This opulent, luxury, home is equipped to accommodate eight adults with 4 bedrooms & 4 full bathrooms. The open living space offers easy entertaining and direct panoramic views of the community pool and Atlantic Ocean. The well-appointed...

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Featured review

"Bonefish at Tarpon Point 3 bedroom"

A BEAUTIFUL LOCATION. This was a well appointed house which made for a wonderful stay for three couples. The house is listed for rental as four bedroom four bath. In reality two king bedrooms with bath...

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$901
avg per night
Delray Beach House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 1 miles to Atlantic Dunes Beach

Key Amenities

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

About this property

Located in the most desirable waterfront community in Delray Beach. This single-level 3 bed / 2.5 bath home offers spectacular water views and your own private tropical oasis. Resting on one of the Intracoastal fingers, the home is complete W/ heated pool, spacious patio, outdoor dining area, a 42 foot...

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Featured review

"a joyous vacation home"

Lobis Luxury Homes consistently provides a great, immaculate and well-maintained vacation rental property. The owners are super responsive and attentive to every detail and request.

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$700
avg per night
St. Augustine Beach House
Sleeps 21, 6 bedrooms, 6.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

THE CHAUTAUQUA - Direct Oceanfront - Best Beach - Best House (7 BD 6.5 BA - Sleeps 21) "LOOKS STRAIGHT OUT OF POTTERY BARN" -The CHAUTAUQUA is the "Best Beach & Best House". Direct Oceanfront, it looks like it came “Straight out of Pottery Barn”. Rebuilt from...

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Featured review

"13Squids Annual Reunion"

Finding a location that can accommodate 13-15 retired Navy Corpsman is always a challenge. Chautaugua fit the bill very well for our annual reunion. There was plenty of space. Enough beds for each person...

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$1,330
avg per night
Manasota Beach House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

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

About this property

This spectacular 5 bedroom and 5 bathroom gulf front home offers the ultimate experience in coastal living both inside and out. With views of the Gulf of America from almost every room in the house, this two-story gulf front home is the perfect place to create family and friend life long memories. The...

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$896
avg per night
New
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Sandcastle – Beachside Escape with Heated Pool, Golf Cart & Island Adventure Gear 3 Bedrooms | 2.5 Bathrooms | Heated Pool | Golf Cart | Bikes | Paddle Boards | Kayaks | Steps to the Beach Welcome to Sandcastle, your perfect Anna Maria Island beach retreat. Ideally located just across...

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$815
avg per night
Navarre House
Sleeps 20, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of this Canal Front Oasis: * 5BR/7BA Canal front Home - Sleeps 20 Guests * Private Pool + Spacious Decks + Gulf Horizon Views * 4 King Suites with En-Suite Bathrooms + Custom Bunk Room * Seawall with Boat Tie-Downs & Canal Ladder for Water Access * Game Zone...

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$1,087
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky. The Pier House is stunning...

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$986
avg per night
Destin House
Sleeps 12, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Home Highlights - Private screened pool and spa with TV, grill, and lounge area - 6-seater street-legal golf cart for quick beach runs (included) - Just 1,800 feet to the beach and The Crab Trap restaurant - Spacious open floor plan with 12-foot ceilings and upscale décor - Chef’s kitchen...

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$718
avg per night
West Palm Beach House
Sleeps 24, 8 bedrooms, 8.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This timeless 1920s residence, nestled in a picturesque neighborhood, blends historic charm with a refined coastal-living. Spread-out grand bedrooms create a private retreat. Unwind in the sunrooms, breakfast nook, gazebo and patios offering quiet moments throughout the day. Gather effortlessly across...

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$1,167
avg per night
Marathon House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

Wide Horizon is a bright beautiful upscale home where you feel immersed in nature. The house was custom designed, by the owners to take full advantage of its unique ocean location. All principal rooms, including bedrooms, have a minimum of 12 foot glass sliding doors to oceanfront balconies. Its...

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$853
avg per night
Naples House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Aqua is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Be prepared for opulence, elegance and an extravagantly affluent property. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home. The Aqua has been designed with a modern flair and...

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$1,271
avg per night
New
Pensacola Beach House
Sleeps 16, 6 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Private Fenced-In Pool | Dogs Welcome | Seasonal Beach Service | Heated Wood Plank Flooring | Pensacola Beach, Florida Welcome to the Emerald Mermaid Beach House in Pensacola Beach, proudly managed by Beach Getaways; a spacious, dog-friendly retreat with less than a 5-minute walk to the beach, complete...

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$796
avg per night
Pensacola Beach House
Sleeps 14, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Signature Amenities of My Island Pad: * Direct Beachfront on 100 Feet of Private Shoreline * Two Gulf-Front King Suites with Ensuite Baths * Expansive Full-Width Beachfront Deck * Open Concept Living with Cathedral Ceilings * Fully Equipped Kitchen with Bar Seating * Outdoor Grill +...

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$1,112
avg per night
Santa Rosa Beach House
Sleeps 16, 6 bedrooms, 5 bathrooms
15 reviews

Key Amenities

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

About this property

Welcome to our beautiful beach home which offers everything needed for a wonderful beach vacation! This magnificent home includes 2 spacious living rooms, 5 master bedrooms with full bathrooms, frameless shower doors and custom tile to the ceiling. There are also custom twin XL built-in bunks to sleep...

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$1,079
avg per night
Port St. Joe House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Reservations include complimentary beach gear package, $35 daily credit, personalized to fit your needs. Beach gear options include kayaks, paddle boards, bikes, chairs, umbrellas, coolers, corn hole, and much more. Applicable for reservations durations between 3-21 nights. Snowbirds are welcome! Wags...

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$901
avg per night
Cape Coral Villa
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Villa Tarpon Time – Gulf Access Living with Tiki Hut, Outdoor TV & Space for 10 Welcome to Villa Tarpon Time, a waterfront escape designed for laid-back days, boating access, and unforgettable outdoor living. With space for up to 10 guests, a Gulf access canal, and a standout tiki hut lounge...

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$700
avg per night
Pensacola Beach House
Sleeps 22, 7 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of This Spacious Coastal Home: * Prime Location on Ariola Drive - Steps to the Gulf * Private Pool + Expansive Deck with Outdoor Dining + Loungers * 7 Bedrooms + Bunk Room - Sleeps Large Families and Groups * Gulf Views from Oversized Covered Porch + Deck * Cowley Park...

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Featured review

"911 Ariola on Pensacola Beach"

This 7br was prefect for our family of 14 over Thanksgiving. The 2 refrigerators and 2 dishwashers in the kitchen helped me feed our group. The kitchen is well stocked with ample pots, pans, dishes, cups,...

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$1,249
avg per night
Siesta Key House
Sleeps 13, 5 bedrooms, 4 bathrooms
15 reviews

Distance to beach: 400 feet to Siesta Beach

Key Amenities

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

About this property

Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage on a Navigable Canal to the Bay And Then The Gulf of Mexico , Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway....

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Featured review

"Perfect home and location!!"

We had a fantastic stay! The location couldn't be better—it's incredibly close to the beach and village, making it easy to pop out for a beach stroll or dinner. The house itself offered plenty of space...

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$861
avg per night
Marathon House
Sleeps 12, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Emerald Horizon Experience elevated coastal living in this luxury 5-bedroom, 4-bath vacation rental in Marathon, Florida Keys, designed for large families and groups seeking premium comfort, modern design, and Gulf-access adventures. Located in the new community of Emerald Flats, this home includes...

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$706
avg per night
New
Navarre House
Sleeps 26, 8 bedrooms, 8 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Sky High is a brand-new, custom-built luxury home that redefines the vacation experience. Spanning four floors and connected by a private elevator, this architectural masterpiece combines modern elegance with ultimate comfort—all just steps from the emerald green waters and sugar-white sands of...

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$1,409
avg per night
Anna Maria Island House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

Casa Amiga by Beach Retreats Vacation Rentals 144 Crescent Dr. Anna Maria, FL 34216 City of Anna Maria | 4 Bedrooms | 4.5 Bathrooms | Sleeps 10 | Heated Pool + Jacuzzi | Rooftop Deck | Shared Dock Luxury Island Living Near Bean Point Welcome to Casa Amiga, a beautifully designed 4-bedroom, 4.5-bath...

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$887
avg per night
Pensacola Beach House
Sleeps 20, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Wake up to Gulf views, spend your days in the clear blue waters at the beach or by the pool, and end the night with sunset drinks from the rooftop sundeck—this is the kind of trip your family will talk about for years. Marbella was designed for large families and groups—with space to spread...

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$975
avg per night
Navarre House
Sleeps 18, 5 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of this Coastal Retreat: * Waterfront Home with Dock and Private Boat Lift * Expansive 15x30ft Private Pool (Heated Option Available) * Oversized Rear Deck, Front Balcony, and Stunning Lunar Deck Views * Garage Lounge with Bar, TV, Ping Pong, & Giant Connect Four *...

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Featured review

"Amazing Family Fun Home"

Our entire family—four families in total—stayed at The Blue Chair in Navarre Beach, and it was absolutely amazing. The home is impeccably maintained, and the design is truly unique and beautifully thought...

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$1,095
avg per night
Port St. Joe House
Sleeps 26, 9 bedrooms, 9.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Haven Heights – A Private Resort Experience | Sleeps 26 (To be completed April 2026) Welcome to Haven Heights, where your vacation feels like a private resort. Designed for large families and groups, this Cape San Blas retreat blends luxury, comfort, and endless entertainment across the Main...

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$2,002
avg per night
Panama City Beach Condo
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

This incredibly spacious 4-bedroom, 4-bathroom 10th Floor Sterling Beach condominium is located in the highly sought after east end of Panama City Beach. This unit provides all the comforts of home with little luxuries that will enhance your vacation experience. It is close to St. Andrew's State...

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$710
avg per night
Pensacola Beach House
Sleeps 12, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Signature Amenities of Sandcastle: * Direct Gulf-Front Location with 4 Private Balconies * 3,000+ Sq. Ft of Designer Living Space + 6-Car Garage * Viking Chef’s Kitchen with Double Ovens, Ice Maker, and Warming Drawer * Luxury Spa-Style Master Suite with Soaking Tub + Steam Room *...

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Featured review

"Beautiful"

This townhouse was outstanding. Huge kitchen, double balconies. The layout was perfect, the garage leading out to the beach was so handy.

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$990
avg per night
Anna Maria Island House
Sleeps 10, 6 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxury Beach Home • Gulf Views • Heated Pool • Steps to Beach • Sleeps 10 Welcome to Sunset Paradise, a stunning Anna Maria Island vacation home located just three houses from the Gulf and steps from the beach. With breathtaking Gulf views, a private heated pool, and multiple balconies...

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$843
avg per night
Islamorada Cottage
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Mile Marker 83 – Oceanfront Two adorable, private cottages right on the Atlantic Ocean. Located in the heart of Islamorada! This stunning property is truly a tropical paradise with a private, sandy beach and skiff dock. Relax at the beach or cool down in the beachside pool. The front home...

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Featured review

"Osprey Bay January"

Just finished a week at Osprey Bay nice house a little too much up and down with all the steps but spacious Need a larger trash can in the kitchen put it next to the wall near toaster Also new pillows...

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$1,126
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Beautiful bayfront house, private pool and dock, right in Downtown Islamorada Relaxing is made easy at Coral Cove 8, moving from open, airy living spaces to your own private pool. Bright modern finishes meld with traditional Key West style, Coral Cove 8 offers island living in style. This retreat is...

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$1,250
avg per night
Naples Villa
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why settle for ordinary when you can have EXTRAORDINARY-the BEST of the BEST for your Naples getaway! Experience the epitome of coastal luxury in this three-story GULF-access estate home with a private dock and boat lift, perfectly positioned on the widest canal in the prestigious Conners neighborhood...

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$738
avg per night
New
Okaloosa Island House
Sleeps 20, 8 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Get ready for the ultimate beach escape with Beach Weekend! When you book our Angelfish rental on beautiful Okaloosa Island, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy unlimited...

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$1,046
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$1,414
avg per night
Anna Maria Island House
Sleeps 12, 6 bedrooms, 3.5 bathrooms
1 review

Key Amenities

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

About this property

Angel Sea by Beach Retreats Vacation Rentals VRC19-000188 4118 5th Ave, Holmes Beach, FL 34217 6 Bedrooms | 3.5 Bathrooms | Sleeps 12 | Elevator | Heated Pool & Hot Tub This home can park up to 4 vehicles Welcome to Angel Sea—a stunning 6-bedroom, 3.5-bathroom vacation home designed...

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Featured review

"Family vacation"

House was very comfortable. Everything was as advertised. Pool heater was not working when we checked in. They offered us the use of the pool next door. It was very kind and made our trip perfect.

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$738
avg per night
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