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Southwest Vacation Rentals

(3341 rentals)
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach, Delnor Wiggins State Park & Beac

Key Amenities

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

About this property

Fall in love with the spacious lanai and the brand new pool with spa! This home is southern exposure, on the desired 600 block and within walking distance (or cruiser bike ride) to both Vanderbilt Beach and Delver Wiggins State Park and Beach. The home is very spacious, with vaulted ceilings and a charming...

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Featured review

"Lovely outdoor living"

We rented the house for February, March and April. We enjoy the house very much, especially the screened in lanai in the outdoor pool and spa.

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$200
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 feet to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Located on Vanderbilt Bay at $4,000/week, this lovely 4th floor condo just 500 steps to the beach appears surreal as its charm and elegance inspire you for costal life-on-the-bay! Splashed in the vivid palette of calming colors, renovations come together to deliver a tranquil and welcoming sense steeped...

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$387
avg per night
Special Offer
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 39 miles to Our favorite is Boca Grand Island

Key Amenities

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

About this property

WELCOME TO THIS BEAUTIFUL MAINTAINED FIRST FLOOR 3 BEDROOM, 2- BATH CONDO with RESORT SYLE AMMENITIES, GATED COMMUNITY OF HERITAGE LANDING GOLF & COUNTRY CLUB IN PUNTA GORDA, FLORIDA. LOCATION - LOCATION- LOCATION THIS BEAUTIFUL CONDO IS OVERLOOKING THE 11TH FAIRWAY, NATURAL PRESERVE AND...

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$131
avg per night
Cortez House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Top Reasons to Book: - Minutes to Anna Maria Island Beaches - Modern 3-Bedroom Smart Home in Quiet Hunters Point Neighborhood - Game Room with Pool & Foosball Tables - Private Patio Perfect for Grilling & Relaxing - In-House Elevator & Tesla EV Charger - High-Speed Wi-Fi...

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$201
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 26 miles to Siesta Key

Key Amenities

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

About this property

The condominium is in prestigious Lakewood National Golf Club and is fully furnished with a washer/dryer built in the unit for your convenience. 24/7 guarded Gated community with multiple pools within the community, tiki bar at the main pool. The condominium is on hole #10 of the Piper golf course and...

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Featured review

"April rental"

Ashoka’s condo was very a comfortable stay. Everything was very easy and the condo was well stocked with everything we needed from cooking to laundry. We would happily rent again if we return to Lakewood...

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$134
avg per night

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Kelly Greens Veranda Style Condo includes championship golf and day tennis! This first floor beauty has been completely rebuilt and remodeled. Luxury LVT flooring and tile throughout. All new custom cabinets in kitchen and baths. Open floorplan includes huge island with quartz countertops. Programmable...

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$111
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautifully furnished home on Marco Island. Close to beaches, park, restaurants, theater, ice cream and more. Come relax and enjoy the pool or read a book in the screened in Lanav with flat screen tv. Take in some sun on one of 4 chaise lounges. Grill a burger, take a stroll to the park, or a bike ride....

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Featured review

"Very pleased"

The home I rented was just as described in photos. I had clear understanding of charges and there were No discrepancies. Reaching out by text or phone was very easy between us, on any issue. As always...

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$300
avg per night
New
Fort Myers Beach House
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Just a short walk to the beach, Margaritaville & dining This charming two‑bedroom, one‑bathroom vacation home is the perfect Fort Myers Beach retreat for families or couples seeking comfort, fun, and a true island vibe. Thoughtfully designed with comfortable beds, a relaxed coastal interior,...

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$339
avg per night
New
Punta Gorda Apartment
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Immerse yourself in local charm from the comfort of our modern, renovated cottages situated in the heart of Historic Downtown Punta Gorda. Our cottage boast comfortable queen-size beds, fully-equipped kitchens, and full bathrooms complete with modern showers. Each cottage comfortably sleeps two adults,...

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$89
avg per night
Lake Suzy Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

TURNKEY FURNISHED SEASONAL RENTAL- WATERFRONT* WATERFRONT * 2-BEDROOMS, 2-BATH * UPDATED KITCHEN- STAINLESS STEEL APPLIANCES, GRANITE COUNTERS * SCREENED IN LANAI / BALCONY * APPROXIMATELY 15 MIN DRIVE TO DOWNTOWN PUNTA GORDA * CLOSE TO SHOPPING, DINING, GOLF COURSES ETC. * LESS THAN 5 MIN TO...

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$118
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

Limefish Luxury | Premier Gulf-Front Living & Iconic SunsetsTrue beachfront luxury with a private heated pool. Wake up to unobstructed Gulf views, step directly onto the sand, and enjoy total privacy in this stunning 3BR/3BA coastal retreat. Perfect for romantic escapes, work-from-the-beach stays,...

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$1,839
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 3 bathrooms

Distance to beach: 1 miles to South Beach

Key Amenities

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

About this property

Escape to Marco Island in this updated 2-bedroom, 3-bathroom townhouse-style bright beautiful renovated condo. Located on the desirable south end, just steps from South Beach, this 1,075 sq. ft. two-story condo is part of Huron Cove, a quiet 10-unit community with a heated pool, boat docks, and canal...

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$244
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Very comfortable 2nd floor unit with washer and dryer. Enjoy the tropical breeze and view from floor to ceiling sliding doors. The Master bedroom has a luxurious King size bed and the guest has a very comfortable Queen size bed with lovely beach decor.Bring your boat or rent one for a day as the...

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$260
avg per night
Cape Coral Estate
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Yacht Club public beach

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Escape to our modern 3-bed, 2-bath waterfront getaway in Southeast Cape Coral, Perfect for up to 6 guests, this beautifully situated Gulf access home, nestled in a quiet, yet convenient neighborhood features an open-concept design, easy access lanai and grill, and a dock. Panoramic canal views from the...

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$84
avg per night
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
38 reviews

Distance to beach: 6 miles to Boat House Tiki Bar

Key Amenities

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

About this property

Welcome to Coral Breeze Villa! A relaxing paradise in Cape Coral. Coral Breeze is located in the desirable SE area of Cape Coral, FL. An ideal location because of the short drive from Ft. Meyers Airport(RSW) and Punta Gorda Airport(PGD). Only a 25-30 minute drive from either airport. Your vacation will...

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Featured review

"Wonderful home with excellent amenities"

This home was perfect for our family summer vacation. The pool was perfect and included a lot of fun activities for our children to enjoy. We spent a lot of time enjoying the home and the pool and found...

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$147
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available and with special pricing for 2027….Don’t wait - book direct with the owner!!Resort style living awaits you at Lennar's Heritage Landing Golf and Country Club in Punta Gorda, FL. This recently built 2nd floor condo is fully furnished with 2br/2ba and enjoys spectacular views...

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Featured review

"Paradise"

We throughly enjoyed our stay. The condo was outstanding and the area was fantastic. The amenities were great and all the people we met. I would definitely recommend Heritage Landing to anyone looking for...

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$122
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Not doing work on My balcony Th No work on my unit balcony starting July 30 and last thru OCT no end . Beach access will be available! Not doing work on my balcony . Noise maybe heard throughout the building.Rent Saturday to Saturday Warm Florida sunshine and a dazzling view... beautiful Marco Island...

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Featured review

"Great condo - excellent location"

We enjoyed our stay and loved the location with great views and sunsets on the beach! Condo was stocked with everything you need to prepare meals, although we visited the restaurants every night to get...

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$282
avg per night
Anna Maria Island Villa
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers convenient access to one of the island's main attractions. As the upper level of a two-unit home, Bean Point Residence Unit A boasts 3 bedrooms/3 bathrooms, providing ample...

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$458
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to the Cypress House!Professionally decorated 3 bedroom and 2.5 bathroom home in the heart of Old Naples. The Cypress is on a quiet mahogany tree-lined street just a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico as well as popular dining, shopping, and the...

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$814
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious 1st floor condo-amazing golf views, fully furnished. New hardwood floors, new Master bedroom with King bed, New Queen bed in 2nd BR with New dream-like mattresses. Murphy console-LR makes to Queen for extra sleeping. Both bathrooms/closets completely redone very stylishly. Desk for working...

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$149
avg per night
Naples Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to VANDERBILT BEACH/WIGGENS PASS BEACH 2

Key Amenities

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

About this property

Love the beach? Located in north Naples just steps or a short bike ride to sugar sand Vanderbilt Beach and Delnor Wiggens State Park. Watch the dolphins as you enjoy a walk on over six miles of beautiful beaches. Relax in our private pool and spa in the enclosed lanai with a view of the lake or check...

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Featured review

"Fabulous Home & Location"

We stayed at Renee & Dan's home for 5 weeks from early January to early February. We are from Missouri and the weather can get a little cold. On an earlier trip to the Naples area, we fell in love with...

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$322
avg per night
New
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Pelican Paradise | SW Cape Coral 3BR Pool Home Near Sun Splash WaterparkEscape to Pelican Paradise, your sunny retreat in beautiful Southwest Cape Coral! This bright and stylish 3-bedroom, 2-bathroom pool home featuring a game room is the perfect getaway for families, couples, or snowbirds...

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$286
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience the pinnacle of Florida living in this stunning, fully furnished 3BR/2BA top-floor end unit at the prestigious Heritage Landing Golf & Country Club. As a rare end unit, this condo is bathed in natural light, offering wrap-around views of the lush preserve and the manicured fairways of our...

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$130
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your island retreat in the heart of Holmes Beach, Florida. This pet-friendly property offers a light-filled, thoughtfully laid-out interior that blends coastal charm with everyday comfort, perfect for your vacation getaway.The main living space features an open-concept design with warm...

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$270
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Whether you are looking for a family-friendly vacation, winter getaway, IMG Academy visit, romantic retreat or you just want to relax and enjoy the Florida sun on the award-winning Gulf Coast beaches, then this condo might just be the right fit for you. This luxurious, beautifully renovated and fully-equipped...

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Featured review

"Very nice, big apartment ."

We enjoyed our stay in this apartment. It is a big, bright apartment fully equipped and freshly renovated. Conveniently located just 5 minute's drive to IMG Academy and 10 minutes to the beaches, a short...

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$120
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to a bit of heaven!A gorgeous gulf-front vacation awaits you as you come and enjoy this enchanting condo! Located directly on beautiful Turtle Beach in Siesta Key and just steps away outside your door. There is no other resort complex like this that is so close to the beach!As you travel...

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$260
avg per night
Anna Maria Island Apartment
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to “Barefoot Mermaid 3” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...

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Featured review

"Lovely Accomodation"

We were so pleased with Barefoot Mermaid 3. Everything was so clean and well cared for. The kitchen was stocked with the things we might need. We were so close to all our favorites like The Sandbar, Mademoiselles...

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$215
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Heated Pool - All Season! The Best of Both Worlds - North Naples and Beautiful Bonita Springs Enjoy your morning coffee overlooking the peaceful lake view, in a prime spot right on the border of these 2 Coastal Paradises Just minutes from Barefoot and Vanderbilt Beaches, this condo is in the quiet,...

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$143
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. This beautiful townhouse sleeps up to eight people with 3 bedrooms/2.5 bathrooms, full laundry, elevator, garage, and large...

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Featured review

"Best week!"

My family and I travel every year for the 4th of July, this year we decided to visit Anna Maria Island. WE LOVED IT! Everything was great, the weather, the relaxed atmosphere, the water temperature and...

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$246
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Vida del Aqua.Vida Del Aqua is a cozy three bedroom and 2 full bathroom vacation villa situated in the highly desirable SW Cape. Centrally located and near Tarpon Point Marina with all its restaurants and shopping center. If you enjoy tranquility but being in the center of great amenities,...

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$164
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$399
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book Crazy Mermaid • Waterfront canal views throughout the home • Private pool (heated upon request for additional fee) • Private dock for relaxing or fishing • Screened porch overlooking pool & water • Spacious 4BR layout for groups & families •...

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Featured review

"Two Thumbs Up"

This place was so fun and worked great for our family. Plenty of beds, lots of room to hang, and provided just about everything you needed. The pool and dock were a fun extra! We plan to come back!!

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$318
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Barefoot Beach / Delnor Wiggins State Park

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Where serenity meets luxury in Pelican Bay at $15,000/month in season—welcome to Breakwater. This updated end-unit residence offers a bright, open floor plan with a modern color palette and stylish furnishings. Featuring 3 bedrooms and 2.5 baths, the home is filled with natural light and offers...

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$316
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Available annually, seasonally, weekly and monthly.Annual and Monthly (outside of peak season) - $ 2000 per month including utilities.Seasonal prices Jan - April range from $4500 - 5500 per monthIt’s gorgeous! Furniture all brand new!Take a look at this fully furnished, fantastic...

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Featured review

"Perfect snowbird escape condo"

Rented this condo for 2 months, Jan and Feb 2024, and enjoyed very much our first time in Naples as snowbirds from NY. The view from the screened in lanai is over the heated pool to the 10th green of the...

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$82
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Island Time – Your Coastal Retreat in Bradenton Beach!Wake up to the gentle sway of palms and end your days with sunset views over the bay. Nestled within the sought-after Bradenton Beach Club community, this spacious coastal townhome offers a private, peaceful escape just moments...

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$232
avg per night
Venice Cottage
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Come unwind in Beautiful Venice in a private home with peaceful surroundings. This Warm Ranch is newly renovated with a Dining Kichen combo open to a Spacious Living Room and a Bright Sunroom. The New Kitchen comes with a dishwasher, stove, fridge and microwave. Plus, Complimentary Coffee and Tea provided....

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$199
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 11 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Getaway from your stress and enjoy waterfront paradise. A centrally located beautiful canal-side home featuring a private heated pool, boat dock and an outdoor living area . The Villa includes three bedrooms with 2 bathrooms and sleeps up to 10. enjoy Southern Exposure, full day sun, Gulf Access canal,...

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Featured review

"Very clean, easy, honest and responsive"

This home is located on a corner lot, in a very nice neiborhood, on a canal. This was the cleanest, most well stocked home we have rented. Mike was very responsive and easy to deal with. Definatly would...

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$257
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lease this luxury Birkdale, 2-bedroom, and 2-bathroom, of the Terrace Condominiums; located at the beautiful secured and gated Heritage Landing.Heritage Landing is a brand-new Golf Country Club Community in Punta Gorda, Florida. Current amenities are an 18-hole golf course, high end gym, yoga room,...

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$125
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations,...

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$299
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 39 miles to Nikomas

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

RESORT STYLE LIVING AT IT FINEST!!Five year old, 2 Bedroom 2 bath Birkdale model. First Floor unit - NO STEPS Overlooking lakes and the Golf course. Wide open floor plan with huge granite Island Kitchen Unit is across the parking lot from the heated pool. Brand new fitness center and spa-...

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Featured review

"Perfect, quiet, golf community"

This was the perfect condo for a winter retreat. We thoroughly enjoyed everyday (10 weeks) we were in your pet friendly condo. Steps away from one of the provided pools. All the amenities were provided...

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$109
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Public beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Everything about this Park Shore condo is inviting and cozy with a seamless blend of Olde Florida charm and completely renovated modern features. At $8000 per month in season, this second floor 2 Bedroom/2 Bath home features a main en-suite bedroom with a King bed and a second flex bedroom/den with a...

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$175
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

APRIL 2026 available! We still have other homes available March through APR 2026. Call Shane or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $5,884. Dec 20th to Apr $10,200 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.3...

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Featured review

"Great home!"

We loved the home! Love the way the home is set up. The master bedroom is on one side of the house and the other bedrooms on the other side. There is also a sliding door that can be closed to the other...

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$252
avg per night
Anna Maria Island House
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Castaway Cove, your relaxing home base on Anna Maria Island. Just steps from the beach and packed with everything you need for a stress-free stay, this cozy retreat is perfect for couples, families, or small groups looking to soak up the island vibe.The Space: - Just across the street...

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$157
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Top Reasons to Book Sunshine Rays: • Private pool + spa (heated upon request for additional fee) • Fully fenced backyard — pet friendly (fee applies) • Spacious 3BR home with 2 living areas • Peaceful pond views from backyard • Minutes to Anna Maria Island beaches •...

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$209
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated...

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Featured review

"Just right"

The property is centrally located on the island which makes it very convenient. It has everything you need, and was very clean. We would definitely rent it again.

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$399
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 1 miles to Cape Coral Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Don`t Miss The Virtual Tour! Pool Villa River View is located only steps away from the Caloosahatchee River, Gulf of Mexico and within walking distance to restaurants and shopping. Large solar heated pool and pool deck with lots of room for sun lounges.The fully-renovated pool villa is located in...

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Featured review

"Perfect vacation rental in a great location!"

What a lovely holiday we had in this rental, the location on the canal was perfect, the pool was just lovely to cool off in and we stayed her for 2 weeks and loved every minute.We needed somewhere...

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$164
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 1.5 bathrooms
2 reviews

Distance to beach: 250 feet to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

On Siesta Key - Quick walk to Siesta Key's world famous beach. Beautiful and private, this updated condo with granite kitchen and tile floors overlooks the bay inlet and boat basin. Across street from world famous beach. Fully amenitied condo in amentied condo complex. Large community pool, tennis...

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Featured review

"Perfect"

This was our third stay in this apartment, and everything was perfect as always! Great location, fully equipped with everything you need, and the rental process was easy and hassle-free. Thank you! We would...

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$188
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 8 miles to Naples Beach

Key Amenities

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

About this property

Currently accepting Requests . Rates as follows: August 1 - October 31 of 2026 is still available at the cost of $2,700 +++plus +++ represents three items + 7% Florida Tax to Florida Department of Revenue which you will write check directly to Florida Department of Revenue +$150 Transfer fee...

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Featured review

"Awesome experience"

Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff

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$97
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up every morning to outstanding sunrises over Moorings Bay. Spindrift is located on Gulf Shore Blvd N across from Miramar Beach in Naples proper. This unique condo was owner occupied so it is decorated and maintained in a manner unlike typical rental properties. Both bedrooms boast king size beds...

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$205
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

LOCATED ON THE WIDEST CANAL IN CONNERS OF VANDERBILT BEACH, WITH AMAZING VIEWS FROM (liv, dining, kitchen, main bedroom and family room) - Resort style living for your winter vacation in Naples. Be ready to enjoy every amenity and all the attractions nearby.AMAZING OUTDOORS: Three terraced outdoor...

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$550
avg per night
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