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Florida Luxury Rentals

(664 rentals)
St. Augustine House
Sleeps 24, 7 bedrooms, 6 bathrooms
66 reviews

Key Amenities

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

About this property

Welcome to White Rose – Your Luxury Beach Retreat in St. Augustine! White Rose is a spacious, newly designed 7-bedroom, 6.5-bathroom home, just a 7-minute walk from St. Augustine’s stunning sandy beaches. Perfect for large groups of up to 24 guests, this beautiful property offers a private...

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$1,587
avg per night
Sarasota House
Sleeps 12, 5 bedrooms, 5 bathrooms
7 reviews

Distance to beach: 0.1 miles to Lido

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home comfortably sleeps (8) in beds, and has T.V.'s in the family room and living room for when the family is not enjoying the caged pool and spa. Professionally decorated, quality...

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$800
avg per night
Marathon House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Distance to beach: 0.5 miles to Sombrero Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Exclusive Sombrero Beach vacation retreat is located just up the street from one of the best beaches in the Florida Keys. Sombrero Beach is a large sandy beach that offers something for everyone in the family including playground, volleyball swimming and picnic tables. The beach is also a great place...

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$1,143
avg per night
Cape San Blas House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Discover the Ultimate Beach Retreat Nestled in the exclusive Seagrass Estates gated community on Cape San Blas, Sea Breeze offers a luxurious escape with sweeping views of the Gulf of Mexico. This beautiful beach home combines comfort, style, and tranquility—making it the perfect destination for...

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$776
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Oceanfront
  • Pool
  • WiFi

About this property

Please be advised that the building elevators will be out of service for modernization from March 2, 2026 through, June 19, 2026. During this time the elevators will not be functional — all guests and visitors must use the stairs. This unit is on the 4th floor. Beautiful top floor ocean front...

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Featured review

"Vacation"

Very thing was good the condo was perfect and the pool was great the parking was close to the elevator

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$1,524
avg per night

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Destin House
Sleeps 15, 5 bedrooms, 5 bathrooms
4 reviews

Distance to beach: 0.1 miles to Beach Access

Key Amenities

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

About this property

Welcome to our exquisite short-term rental property, nestled near the pristine beaches of Destin, Florida. This exceptional coastal getaway offers a perfect blend of luxury and convenience, just steps away from the sun-drenched shores. One of the highlights of this property is the expansive saltwater...

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Featured review

"My fave vacation by far.."

We had the best time at Destin. The only thing…. My family loved the beach house, pool, hot tub, so much I could hardly get them to go to the beach. The house is amazing, location is perfect, Jan is was...

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$768
avg per night
St. Augustine House
Sleeps 24, 6 bedrooms, 5 bathrooms
18 reviews

Key Amenities

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

About this property

Welcome to Vilano Rose – Your Ultimate Beachside Retreat! Escape to Vilano Rose, a stunning 6-bedroom, 5-bath luxury oasis just steps from a gorgeous sandy beach and minutes from historic St. Augustine. Perfect for families, friends, and groups of up to 24, this extraordinary retreat blends fun-filled...

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$1,519
avg per night
Cape San Blas House
Sleeps 12, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

GULF-FRONT home on the sugar sands of beautiful Cape San Blas PANORAMIC sunset views over the ocean from your deck! 3 decks overlooking the Gulf and Bay This section of the Cape has very few homes, so the beach is very private and quiet here Heated private pool, with beautiful tropical flowers...

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Featured review

"Perfect Vacation"

My family stayed at EsCape Vibes for 4 nights, which definitely wasn’t long enough in this beautiful place! It was probably our favorite of all the places we’ve stayed over the years. It was so close...

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$1,255
avg per night
New
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Enjoy a cozy home-away-from-home in this fully equipped villa near The Villages’ newest Eastport Town Square, offering restaurants, shops, and fun activities. Close to recreation centers and golf, this villa has everything you need for a relaxing and comfortable Florida getaway. Relax in the screened...

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$2,015
avg per night
Bonita Springs House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

The one and only Tommy Bahama House, 3 bedrooms and three bathrooms, located directly on Bonita Beach in Bonita Springs, Florida. The elegance and beauty of Tommy Bahama House is apparent when you turn off Hickory Blvd. onto the faux grass driveway and see the ginger bread trim. You will immediately know...

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$794
avg per night
Miami Beach Estate
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 200 feet to South Beach

Key Amenities

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

About this property

The Modern Mansion of Miami, steps from the Versace Mansion in South Beach, is the ONLY free standing residence in the heart of South Beach. 50 feet from Versace Mansion. 200 feet from South Beach. WELCOME: Access your home away from home via 2 secure gates and take private elevator to living room...

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$1,000
avg per night
Siesta Key Estate
Sleeps 20, 6 bedrooms, 5 bathrooms
1 review

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

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

About this property

Create memories with friends and family at this unique, and spacious property only 10 minutes from Siesta Key Beach. It is perfect for large groups or reunions as this house includes separate living spaces and has a total of 13 beds. Right behind the main house, you will find a fun area to relax, play...

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Featured review

"A perfect vacation!"

This is a wonderful 5 plus star accommodation! The location is perfect, so convenient to the beach and so many things to do. The house is stocked with everything you need and more. Michael is an excellent...

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$812
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Best Deal in Truman Annex – Céad Míle Fáilte! 2 Bedroom | 1 Bathroom | Sleeps Up to 5 Guests Welcome to Innis-free, our little slice of paradise in Key West—where you're greeted with Céad Míle Fáilte, an Irish expression meaning “a...

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Featured review

"Great vacation rental!"

We really enjoyed the unit at Shipyard Condos. Very clean and well equipped. Walking distance to local restaurants and very convenient with a dedicated parking place. Pool was nice too. There were only...

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$1,392
avg per night
Siesta Key Villa
Sleeps 15, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This 3400 sq ft., 5 Bedroom 3.5 Bath, Townhome Offers, Private heated pool- **please keep in mind the pool is refreshing, but has limited space for larger parties. Many balconies overlooking the pool. Beautiful custom kitchen, with Granite and Stainless. It has a patio and 2 car garage. 2nd Floor is Living...

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$926
avg per night
Pensacola Beach House
Sleeps 23, 6 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes. Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the...

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$1,420
avg per night
North Captiva Island House
Sleeps 14, 5 bedrooms, 5 bathrooms
7 reviews

Key Amenities

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

About this property

Welcome to Isle Escape, an ocean view retreat where the Gulf’s beauty greets you the moment you step inside with easy access to the gulf beaches. The open-concept (high ceiling) living area offers breathtaking, unobstructed ocean views, drawing you straight to the water’s edge. Slide open...

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$1,202
avg per night
Miami Villa
Sleeps 10, 5 bedrooms, 4 bathrooms
6 reviews

Key Amenities

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

About this property

Spectacular gated estate sitting on a 15,678ft lot with a large circular driveway and porte-cochere. Property is a 2016 new construction just minutes from Coral Gables and South Miami. Home features a bright and open floor plan with 5 bedrooms and 4.5 baths. Large impact windows and double doors throughout...

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$1,053
avg per night
Cape San Blas House
Sleeps 14, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Barefoot Escape: *This property only books from SATURDAY to SATURDAY during peak season! (Spring Break, Summer and Fall Break) Let your vacation escape begin here…. Barefoot Escape is a breathtaking 3-story home located in the gated Seagrass Community on Cape San Blas. This home offers views...

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$919
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Welcome to Shangri-La, an idyllic vacation rental nestled on the exclusive tip of Anna Maria Island at Bean Point. This luxurious, fenced, and gated private property offers an escape from the everyday, inviting you to unwind and rejuvenate in a setting of unparalleled beauty and comfort. Available for...

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$4,000
avg per night
Key West Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 Please be advised that a balcony restoration project will be underway at 1800 Atlantic from May 2025 through Spring 2026. Important Notes: -Units available for booking will...

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$751
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
  • 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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$854
avg per night
Destin House
Sleeps 18, 7 bedrooms, 7.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Rolling Tides is professionally managed by Newman-Dailey Resort Properties Gulf Views Private Pool Large Outdoor Entertaining Area 7 King Bedrooms with en-suite Bathrooms Parking for 7 Vehicles 2 Living Rooms 2 Laundry Rooms As reliable and calming as the Gulf’s tides, Rolling Tides’...

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$1,106
avg per night
St. George Island House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Canary on the Bay, your perfect bayfront retreat on St. George Island, Florida. This luxurious 5-bedroom, 4.5-bathroom home offers ample space for up to 14 guests, making it the ideal getaway for families or groups. With stunning bay views, a private screened pool, and access to a shared dock...

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$1,043
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautifully renovated and immaculate home with pool and dock Near St Armand's and Lido Beach NEW PROPERTY Welcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in March 2025, everything inside and outside this home...

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$1,475
avg per night
Key West Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 Please be advised that a balcony restoration project will be underway at 1800 Atlantic from May 2025 through Spring 2026. Important Notes: -Units available for booking will...

View all property information

$738
avg per night
Bonita Springs House
Sleeps 12, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

La Playa Casa Bonita — Luxury Gulf-Front Estate | Pool • Spa • Game Room • Elevator Step inside La Playa Casa Bonita, a breathtaking multi-level Gulf-front estate designed for unforgettable beachside memories with family and friends. From the moment you enter, you'll be surrounded...

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$2,706
avg per night
Pensacola Beach House
Sleeps 16, 5 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes. Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the...

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$926
avg per night
Sarasota Condo
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your expansive balcony, setting the scene for an unforgettable stay. This meticulously kept, 4-bedroom 3.5 bath haven exudes...

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$1,059
avg per night
Pensacola Beach House
Sleeps 18, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes. Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you...

View all property information

$1,307
avg per night
Riviera Beach Villa
Sleeps 8, 3 bedrooms, 2.5 bathrooms
23 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This designer-owned waterfront property is the ultimate Singer Island luxury retreat. The spacious patio with heated pool, private dock & cabana overlooking the tranquil waters is the epitome of stylish outdoor living. Located directly on the Intracoastal waterway, this 3 bed 2.5 bath intoxicates...

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$1,018
avg per night
Delray Beach House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
10 reviews

Key Amenities

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

About this property

Breathtaking waterfront 4 bedroom / 4.5 bath luxury property is picturesquely located on a deep water canal just 1/2 block from the Intracoastal. This dream home has a resort style waterfront backyard with a pool, jacuzzi, built-in grill, outdoor bar, patio furniture and plenty of seating for relaxing...

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Featured review

"Fabulous Delray Beach Rental"

This was not our 1st stay at Jodi Lobis’ Delray Beach Rental Home. Amazing home with every amenity our family could want. 4 En-suite Bedrooms, with the Master just exuding luxury from gorgeous walk-in...

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$1,168
avg per night
St. Augustine House
Sleeps 14, 4 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Oceanfront luxury on St. Augustine barrier island! Private beach access, 3 decks, ocean & Intracoastal views, wildlife, and steps from the sand. When you imagine your perfect vacation, does it include white sand beaches, soothing waves, and birds wheeling overhead? If so, welcome to Sunrise at...

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$847
avg per night
Estero House
Sleeps 6, 4 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

!!!! Available $40,000 a month SEASON April 2025 !!!*** Great Central Location. Close to Malls, Restaurants, A quick ride to Naples 5th Ave, the Beach and more!! !! Available for Season 2024 !!! Stunning former model home now available ! Professionally furnished and exquisitely decorated. Located...

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$889
avg per night
St. Petersburg House
Sleeps 9, 5 bedrooms, 5.5 bathrooms
2 reviews

Distance to beach: 0.8 miles to North Shore

Key Amenities

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

About this property

OUTDOOR HEAVEN, Wonderful Shallow Resort pool and spa with many water features surrounded by a very large Travertine Patio with several lounges for catching some sun while you return e-mails (home has many wireless access points for full connectivity). Incredible Lanai that is very well shaded with custom...

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Featured review

"Off the chart luxury"

Tent times better than any hotel room downtown, will come back every year, owners were great, pool the best

See all reviews

$1,477
avg per night
Pensacola Beach House
Sleeps 22, 7 bedrooms, 5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes. Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the...

View all property information

Featured review

"Staycation with the Mermaid"

Perfect home for our family to chill and hang on the beach. We're locals and just wanted to have the beach scene part of our get together. Thank you for supplying all the amenities we expected.

See all reviews

$1,113
avg per night
Siesta Key Villa
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to paradise! Your oasis awaits you. 4 bedrooms, 2.5 bath luxury townhome with a private pool is just 1 block from Siesta Village and only 2 blocks from the beach! Five star amenities include; Fully stocked gourmet kitchen with granite counter tops, top of the line stainless steel appliances, laundry...

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$746
avg per night
Fort Lauderdale Villa
Sleeps 10, 4 bedrooms, 4 bathrooms
47 reviews

Key Amenities

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

About this property

Welcome to Villa Saha, a fully remodeled urban oasis nestled one block from the pristine shores of the Atlantic Ocean and perched on the intracoastal waters off the historical nature reserve of Birch State Park. Ft. Lauderdale Beach 4 Bedrooms 5 Bathrooms Sleeps 6 4,400 Interior Sq Ft 12,000 Total...

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$1,789
avg per night
Key Largo Townhome
Sleeps 10, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

*TOP 1% HOME* GUEST FAVORITE* This Key Largo 4 BED/ 4 BA Trendy & Modern Home is just steps to 2 Oceanfront Pools, Pickleball, Jacuzzis, BYOB Speakeasy Game Room, Tennis & Basketball Courts and Marina. A Coffee Bar, Private Balconies, Instagram LED Photo Wall and private en-suite baths await...

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$764
avg per night
Bonita Springs House
Sleeps 10, 5 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

The ultimate family beach vacation destination! Waterfall Way features the best of both worlds of being on the water and just steps from the beach. Breathtaking views of Estero Bay lends itself to privacy and peaceful relaxation while you watch the boaters go by or see the dolphins put on their daily...

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$837
avg per night
Key Largo House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

This is one of the most unique homes in all of the upper keys! What makes it special is that it's located on a peninsula so very private while at the same time offers stunning views of the Key Largo Bay. The home was recently updated to include all new flooring, new stainless steel kitchen appliances,...

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$894
avg per night
Pompano Beach House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Incredible views of one of the widest sections of the Intracoastal in all of Broward County! Breathtaking sunsets from the backyard heated salt water pool and gazebo that will blow you away into a bliss of serenity! Features glass walls that span the entire rear of the home. Panoramic views of the water...

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$1,495
avg per night
Sarasota House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Distance to beach: 0.1 miles to Lido

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

St. Armand's Canal-Front Pool Home steps to the beach! This gem, ranch style home estate has been completely rebuilt and remodeled in 2015 from the frame including all new finishes inside and out. With fresh, coastal Old-Florida decor, it is in one of the most desirable locations on the west...

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$1,114
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 50 feet to across the street

Key Amenities

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

About this property

Key Lime Cottage – 880 N Shore Drive, Anna Maria Island 3 Bedrooms | 2 Bathrooms | Sleeps 8 | Pet Friendly | Private Hot Tub | Fenced Backyard Welcome to Key Lime Cottage, a charming slice of island life nestled along the coveted North Shore Drive on Anna Maria Island. With room for up to...

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$731
avg per night
Miami Villa
Sleeps 12, 5 bedrooms, 5 bathrooms
22 reviews

Key Amenities

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

About this property

Stunning Brand new Modern lakefront Villa, recently built contemporary lakefront residence showcasing soaring ceilings, a spacious open layout, and an abundance of natural light streaming in through the magnificent floor-to-ceiling impact windows. Situated on a vast 24,600 square foot lot and positioned...

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$2,229
avg per night
Pensacola Beach House
Sleeps 10, 5 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the...

View all property information

$1,645
avg per night
Anna Maria Island House
Sleeps 8, 5 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Welcome to paradise! This beachfront blends modernity with relaxation to give your group a heavenly experience. Located in a prime location on the North End of Anna Maria Island, Cloud 9 has everything that your group needs for a perfect vacation. Each of the 4 bedrooms is professionally decorated and...

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$2,421
avg per night
New
Santa Rosa Beach Condo
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool

About this property

Sanctuary by the Sea 3114 is Professionally Managed by Newman-Dailey Tucked away on 23 acres of lush, secluded coastline along 30A, this luxurious condo offers a refined retreat where every detail is designed for ease and indulgence. From the moment you step inside, warm natural light, elegant décor,...

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$762
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Located in the heart of Holmes Beach on Anna Maria Island, this 4-bedroom, 5.5-bath coastal getaway is your dream vacation home — perfect for families, friends, or group trips. ️ Short walk to the beach Private mini putt-putt + game room Heated pool + spa oasis Close to bars, dining,...

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$1,044
avg per night
Destin Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool

About this property

1900 Ninety-Eight #702 Professionally Managed by Newman-Dailey Years of refinement, ideal water conditions and patience are required for an oyster to make that perfect pearl. So it goes with beachfront condo 702. It’s opulent appearance shines with attention to detail and thoughtful design. And...

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Featured review

"Wonderful place!"

We have vacationed in many places in Florida, but we consider this place to be the best. Great views, spacious apartment, convenient location! We will definitely come back here, we recommend for rent!

See all reviews

$836
avg per night
Siesta Key House
Sleeps 14, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Casa De Mayo — your private waterfront retreat in the heart of the island. Perfectly situated just a stroll from Siesta Village and the world-famous powder-soft sands of Siesta Beach, this stunning home offers the best of both worlds: vibrant island life and peaceful tropical seclusion....

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$1,000
avg per night
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