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(507 rentals)
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Be one of the very first to stay in this LUXE, newly constructed custom home. Heated pool & spa, rooftop deck with GULF VIEWS. Grill, custome kitchen, wet bar on thrid level. ALL THE BELLS AND WHISTLES! This stunning 4 bedroom + bonus room (2 additional twin beds), 5 bathroom home only 2-minute...

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Featured review

"Holmes beach"

This is an amazing property! Location and pool and lanai were awesome! Private and close to everything! There was a Publix right up the road also. We rented golf carts from zoom around and we could easily...

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$760
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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$1,071
avg per night
St. Augustine House
Sleeps 16, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

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

About this property

"Surf's Up" is a magnificent, ocean front home looking over the vast St. Augustine dunes and the Atlantic Ocean. Walking into the foyer, you are greeted by soft colors, beachy decor, and beautiful pine floors. The main living area is on the 1st floor. The living room, dining area, and kitchen...

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Featured review

"Perfect getaway"

Bill was excellent to work with. The home is one of the few older homes on the beach. Bulit in 1924, this house is a home. No cookie cutter feel to it. While an older home, the inside has all the modern...

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$784
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 - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through the Spring of 2026. This construction WILL impact your stay if you are staying during the week days. Please contact All Florida Keys Property Management for more detailed information....

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$1,019
avg per night
Miami Villa
Sleeps 14, 5 bedrooms, 6 bathrooms
37 reviews

Key Amenities

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

About this property

Coral Gables 5 Bedrooms 6 Bathrooms 3,750 Interior Sq Ft 10,500 Sq Ft Total Area Resort Style Pool & Jacuzzi Pool table / Basketball / Ping-Pong Beautifully gated Modern Mediterranean Oasis located in the heart of the city. Completely renovated in 2022 to the highest standards, we invite...

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$2,536
avg per night

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Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful townhouse overlooking 15th fairway/pond at Gateway CC-Hidden Links gated community. 12 ft ceilings surrounded by huge lanai with golf course/water view. Beautifully furnished turnkey…. Unit available $5000/mos winter months-minimum 90 day lease

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Featured review

"Tenant's Review"

Sorry to hear that owner does not allow pets due to allergies. Unfortunately no golf or country club access. Very beautiful home with friendly owners neighbors.

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$1,667
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Traditional coastal cottage styling built in 2017 and the Pool was added in 2020. Large backyard beach and only steps to the turquoise waters of the Atlantic Ocean. Kayak, paddle board, or kite ski from your backyard! Plenty of parking out front and private gated access; fencing around the perimeter....

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$802
avg per night
Key West Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through the Spring of 2026. This construction WILL impact your stay if you are staying during the week days. Please contact All Florida Keys Property Management for more detailed information....

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$1,233
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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$721
avg per night
Fort Myers House
Sleeps 11, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 4 Bedrooms, 3.5 Baths, (Sleeps 11) Experience the most beautiful sunsets you could ever hope for - with scenic waterfront views of the Caloosahatchee River from every vantage point, both inside and out, this stunning vacation home is nothing short of a dream. Revel in the distinctly designed...

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$1,002
avg per night
Cape San Blas House
Sleeps 16, 5 bedrooms, 7 bathrooms
1 review

Key Amenities

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

About this property

*This property only books from SATURDAY to SATURDAY during peak season! (Spring Break, Summer and Fall Break) *This property is pet friendly upon request only! ​Welcome to Northern Palms, an exquisite luxury getaway like no other! You can be the first to stay in this BRAND NEW, Gulf-Front home...

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Featured review

"Girls trip"

We stayed at Pelicans Perch and had a wonderful week. Weather was perfect and the condo was fabulous. Perfect fit for our group of 7. This was our 3rd year renting this place and we look forward to continuing...

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$766
avg per night
Sarasota House
Sleeps 14, 5 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Welcome to Glamor Manor, your luxurious retreat in the heart of Sarasota, Florida! This exquisite vacation rental offers an unparalleled experience of comfort, style, and relaxation. Property Highlights: Pet friendly : $200 non-refundable pet fee Heated Swimming Pool: Dive into luxury with our private...

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$944
avg per night
Siesta Key House
Sleeps 7, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 300 feet to Siesta Beach

Key Amenities

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

About this property

This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes...

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Featured review

"Great property on the sand."

We had a great week despite the heat of summer. This house although dated was clean, cool and comfortable. It was a two minute walk through the back yard to the sand. We had a few minor house keeping...

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$765
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Discover Serendipity: Your Pet-Friendly Beachfront Haven on Anna Maria Island Beachfront Bliss Awaits You Indulge in the enchantment of beachfront bliss at Serendipity, an exceptional 4-bedroom home perfectly positioned on the coveted North End of Anna Maria Island. This tranquil escape beckons you...

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$1,371
avg per night
Cape Coral Villa
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Indulge your senses in the epitome of luxury at the breathtaking Villa 4Dreamers. Immerse yourself in the lush garden landscapes, stunning architecture and lavish interiors that define our exquisite haven. Each photo captures the essence of a lifestyle characterized by elegance and comfort, promising...

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$1,190
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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$4,157
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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$2,329
avg per night
Key Largo Estate
Sleeps 20, 7 bedrooms, 5.5 bathrooms
3 reviews

Key Amenities

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

About this property

Large, very spacious, beautifully appointed 7 BR home with breathtaking ocean views, large dock, pool, 2 jacuzzis, BBQ grill, 4 kayaks, large tiki, two fully equipped kitchens, all new appliances and major upgrades since Irma. Comfortably accommodates multiple families. Very private and secure with property...

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Featured review

"Perfect house for families!! Amazing outdoor space!!"

We loved our stay at Casa Lorelane! We had 18 people and never once felt crowded. The living area on the second floor was amazing. The second kitchen on main floor made it easy to prepare food to enjoy...

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$800
avg per night
Panama City Beach House
Sleeps 24, 5 bedrooms, 4.5 bathrooms
9 reviews

Key Amenities

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

About this property

This is paradise, Its like renting your own, private resort! This property is actually 2 attractively furnished & well appointed homes surrounded by a secluded, landscaped courtyard w/pool & spa (spa is same temperature as pool) **This property is rented to Families & Groups of Adults...

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Featured review

"Loved it!"

We just returned from our vacation. This is the third year we rented this house and it was awesome just like always! Plenty of room for our family of 15. Two houses and the pool area was perfect for us....

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$767
avg per night
Miami House
Sleeps 13, 5 bedrooms, 4 bathrooms
23 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Located on one of the most prestigious streets in N. Grove, this oasis is tucked away behind a high fence & electric gate. As you drive up to the property, the majestic oaks welcome you right up to the front door stop. Just recently remodeled, the expansive glass doors open across the open floor...

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$2,165
avg per night
New
St. Augustine House
Sleeps 24, 6 bedrooms, 5 bathrooms
17 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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$1,135
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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$1,221
avg per night
New
St. Augustine House
Sleeps 8, 3 bedrooms, 4 bathrooms
17 reviews

Key Amenities

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

About this property

Step Into Island Time — Where Ocean Breezes, Relaxation & Luxury Await The moment you step through the doors of Island Time, you’ll feel the world slow down. You’ve officially arrived on island time — a place where there’s nothing to do but breathe in the salt air,...

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$1,338
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
2 reviews

Key Amenities

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

About this property

Named one of the most romantic destinations in the world, this Magnificent brand new home in the heart of Islamorada is nestled between Cheeca Lodge Resort and Caribbean Resort offers a unique and luxurious experience for those looking for a private getaway. This 4 bedroom/4.5 bath home services from...

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Featured review

"Great House, Great location"

Had a great time! The house was amazing and well-appointed. We grilled, we cooked, amd we walked to several great dinner spots. The pool was excellent with the grandchildren. Highly recommended!

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$1,081
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CANAL POOL HOME WITH SOUTH EXPOSURE Fresh, clean, straight lines in the decorating sense, open floor plan, fantastic furnishings, bright, lots of daylight, tasteful, comfortable, amazing,...are all words that fit the description of this beautiful home, 4 bedrooms, 2 bathrooms, formal dining, little nook...

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Featured review

"Great"

Very nice and clean not far from anything, would go back again. Quick and easy check-in. Lots of space.

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$1,650
avg per night
Cape San Blas House
Sleeps 13, 4 bedrooms, 4.5 bathrooms
4 reviews

Key Amenities

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

About this property

4Sunsets has 4 Bedrooms, 4.5 bath, 2 outdoor showers, optional Tandem Kayak/2 SUPs & breathtaking views from 4 different decks. Thank you for considering 4Sunsets for your vacation. We love it and we know that you will, too. We tried to make it perfect for you in every way. Of course, that...

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Featured review

"Perfect!"

Fantastic house! Cannot think of anything that could have been better! Alissa was so great and accommodating. Would rent this every year!

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$812
avg per night
Delray Beach House
Sleeps 10, 5 bedrooms, 3.5 bathrooms
11 reviews

Distance to beach: 0.2 miles to Atlantic Avenue

Key Amenities

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

About this property

Tucked away in the most desirable location in Delray Beach, this beach house is only 1 block from the Ocean & 1 block to trendy Atlantic Avenue. Two charming houses on one fabulous property separated by a tropical courtyard w/ heated salt-water pool, spa, lounging & dining area. Main house offers...

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Featured review

"Perfect location"

This is the second time we have rented this home, and the location and set up could not be more perfect for families. Walkable to everything and on a great street.

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$1,282
avg per night
Fort Lauderdale House
Sleeps 18, 6 bedrooms, 7.5 bathrooms
1 review

Key Amenities

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

About this property

Discover the ultimate in coastal elegance with this extraordinary beachfront mansion, a harmonious blend of elevated Tuscan design and natural beauty. Situated on a coveted stretch of coastline, this property promises an experience of relaxation and luxury with breathtaking ocean views. The villa comprises...

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Featured review

"Couples weekend in a great home"

Butch was a pleasure to work with. The house had more than enough space for four couples. The views from the home was amazing and it was a thirty second walk to the beach. All of the furniture was very...

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$4,017
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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$944
avg per night
Siesta Key Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This lovely penthouse condo is in one of Siesta Key's luxurious complexes. The Crescent offers luxury living at its finest. Bask in the spectacular view of the world famous Crescent beach on Siesta Key from this 3 bedroom/3 bath beachfront condominium with open-air balcony, living room, kitchen and...

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$871
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

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$2,523
avg per night
New
St. Augustine House
Sleeps 24, 7 bedrooms, 7 bathrooms
65 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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$1,082
avg per night
Bonita Springs House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

"Biltmore Beach House "over 5,200 square feet ,of luxury, elegance, and the perfect beach front single family home located directly on Bonita Beach & the Gulf of Mexico. Enjoy spectacular Gulf of Mexico Sunsets from your private balcony overlooking the white sandy beach. Watch the Dolphins...

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$2,572
avg per night
New
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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$895
avg per night
Cape Coral Villa
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

PLEASE do not call but send an email instead! You will get a quick answer. Thank you! Riverfront home in the Yacht Club area of Cape Coral. HIGHLIGHTS: Prime location on the river New construction, fully completed with furniture and tiki hut in 2025 Spacious and bright new home with high ceilings...

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$759
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
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 50 feet to across the street

Key Amenities

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

About this property

️ Key Lime Cottage – Beachfront Bliss on Anna Maria Island Welcome to Key Lime Cottage, your dreamy Gulf-front hideaway on the coveted North Shore of Anna Maria Island. This charming coastal retreat sits directly on the sand, offering panoramic views of the turquoise Gulf waters, glowing sunsets,...

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$752
avg per night
Longboat Key House
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Longboat

Key Amenities

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

About this property

Imagine waking up to dolphins playing just beyond your window. This exquisitely renovated Longboat Key luxury waterfront home offers breathtaking "Big Bayfront" views and unparalleled access to the Gulf of Mexico. Boater's Dream: • Direct access to the Gulf for fishing or cruising • Private...

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$1,061
avg per night
Destin Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

This beautiful condo is part of the Emerald Grande and is located on the 6th floor pool/hot tub level. It is a corner unit with incredible views of the Gulf of Mexico and amazing sunsets. You'll enjoy lounging on the large wrap-around balcony which is located just a few steps away from the pool,...

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$800
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

** Damage from the storm restored! Open for Bookings! ** Your Private Oasis Awaits at Isla Living! Discover a haven of comfort and style in our meticulously curated Airbnb accommodations. Immerse yourself in modern amenities and local charm, where each space tells a unique story. Whether you seek a...

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$825
avg per night
St. Augustine House
Sleeps 22, 7 bedrooms, 3.5 bathrooms

Distance to beach: 0.1 miles to Vilano Beach

Key Amenities

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

About this property

*note - Rates are not accurate on this. They fluctuate weekly (sometimes daily). Please inquiry for a "soft quote". If that price is agreeable I will send you a formal quote with line item breakdown for your consideration. This home has been operating since 2021 and has over 100 reviews...

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$1,057
avg per night
Bradenton House
Sleeps 18, 5 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Palma Sola Bay House your Water Front Oasis! Short drive to the World Class Beaches of Anna Maria Island Private Heated Pool/Spa, Game Room, Boat Dock, & more! Walk to the Palma Sola Causeway/ Jet Ski Rentals, Kayak rentals, and Horseback Riding! Close proximity to Lakewood Ranch,...

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Featured review

"Perfect"

We were a group of soccer moms (and one dad) there for a few days for a tournament. This house was everything we could have wanted! Clean, well appointed, excellent location, I can't say enough! Nights...

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$1,336
avg per night
New
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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$850
avg per night
Bonita Springs House
Sleeps 12, 5 bedrooms, 7 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Stand and enjoy or continue to your left and enter the living room with 22-foot high ceilings. For the gourmet cook the kitchen is steps before your entrance into the living area. The kitchen and its stainless steel appliances, wine cooler, comes completely stocked with any and all utensils you will need...

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$2,804
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 April 27, 2026 through, June 19, 2026. During this time the elevators will not be functional — all guests and visitors must use the stairs. Beautiful top floor ocean front 2 bedroom 2 bath condo at La...

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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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$1,425
avg per night
Riviera Beach House
Sleeps 10, 4 bedrooms, 4 bathrooms
21 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Across the street from the beach, feel transported to your own private lavish resort with 3 Master Suites and a state-of-the-art heated saltwater pool featuring a tanning ledge & Spa. This 2400 sq ft home boasts a fully equipped massive kitchen, grill, outdoor bar with 65" TV, smart TVs with...

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$909
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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$1,113
avg per night
New
St. Augustine House
Sleeps 16, 6 bedrooms, 5 bathrooms
80 reviews

Key Amenities

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

About this property

On a sleepy little dead end street, leading to white sand beaches covered in high dunes and Sand Daisies, you will find Sol Mate, a beautiful home with every luxury you can imagine. The home is large, with elevator, sleeping 16 people comfortably with so many rooms and spaces to call your own. The addition...

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$1,224
avg per night
Key West House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Distance to beach: 50 yards to One block from fantastic beach

Key Amenities

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

About this property

This one of a kind beautiful home was built in 1912 by one of the first cigar makers. It is listed on the National registry of historic homes and has been showcased in the Holiday Parade of Homes. The home was restored and expanded in 2002 Key West contractor Richard Manley with the highest level of...

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$1,317
avg per night
Manasota Key House
Sleeps 12, 5 bedrooms, 4 bathrooms
1 review

Distance to beach: 500 feet to Englewood Beach (private access)

Key Amenities

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

About this property

Enjoy priceless time with your family and friends at our Bayfront home with dock, heated pool overlooking the bay and beach access across the street. Tie up the the private boat dock and place your boat using a nearby public launch. Wake up to beautiful sunrises over Lemon Bay. Manasota Key is a peaceful,...

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Featured review

"Beautiful Home"

My husband and I thoroughly enjoyed our stay in this beautiful home with our two daughters and their families. The home was so comfortable and the pool and hot tub exceptional - especially with the large...

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$808
avg per night
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