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Southwest Vacation Rentals

(3115 rentals)
New
Anna Maria Island House
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • 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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$410
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This luxurious villa, located in the highly desirable area of Cape Coral, has recently undergone a complete renovation and boasts exquisite new furnishings throughout. Ideal for a sunny and relaxing vacation, the stunning Villa Cosima offers 4 bedrooms, 3 bathrooms, and a modern and exclusive living area.Step...

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$267
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

South Seas Tower 3 - Resort Pool - Gulf View Beachfront bliss! Affordable 2/2 condo in South Seas Tower 3 with stunning Gulf views. Enjoy resort amenities, direct beach access, and explore vibrant Marco Island. Exceptional value for an unforgettable escape!The Space: Step Inside Your Beachfront...

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$325
avg per night
New
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious and bright new 3 bedroom 2 bathroom condo located in a gated community. Heritage Landing offers a resort style pool and hot tub with a Tiki bar and restaurant. There is a 24 hour fitness center complete with an onsite trainer. Indulge yourself at the full service day spa offering massages, nails,...

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$95
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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$223
avg per night

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Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

This recently renovated canal home is located just minutes from Fort Myers Beach and Sanibel Island. Located on a deep water canal just off the Caloosahatchee River in Iona, this open floor plan home has a custom heated pool and a large boat dock, Bring your boat and tie up at the pier! Plenty of room...

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Featured review

"Life of Ease"

Beautiful renovated single story home listed as a 2 bedroom yet the room of a much larger house. Heated pool and boat dock right off back sliding doors along with view of the canal that boasts fish and...

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$252
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

Just Beachy – Your Luxury Island Retreat on Anna Maria IslandEscape to Just Beachy, a beautifully appointed 4-bedroom, 5.5-bathroom luxury home just a short walk from the crystal-clear waters ️ and powder-soft sands of Holmes Beach. Thoughtfully designed for comfort, style, and convenience,...

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Featured review

"Great Thanksgiving Vacation!"

We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its...

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$1,118
avg per night
Sarasota House
Sleeps 11, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Lido Key

Key Amenities

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

About this property

Welcome to PAR-TEE, your private tropical oasis perfect for large families or groups! Close to ALL of Florida's top rated beaches - Siesta Key, Lido Key & Anna Maria Island - Ringling Museum, IMG, downtown Sarasota and Sarasota-Bradenton airport, this property is situated on almost a half an...

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$281
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Sunrise Vista on gorgeous Anna Maria Island. Pack up the family car and head to Anna Maria Island's perfectly located beach house, one of the last remaining generation-owned single-family cottages located directly on the beach.This is the place to put down your iPhones and reset your...

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$572
avg per night
Siesta Key Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Discover your own slice of paradise in this brand new 100% fully renovated 2-bedroom, 2-bathroom villa, with vaulted ceilings and an open floor plan. This villa is located in the vibrant heart of Siesta Key. This charming retreat blends modern amenities with a prime location, ensuring an unforgettable...

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$385
avg per night
Anna Maria Island Bungalow
Sleeps 4, 1 bedroom, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

VRC16-000680 The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use the link provided below to check availability on Unit B.Unit B: Visit Unit BWelcome to “The Magic Dolphin A” an elevated vacation rental located on the...

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Featured review

"Magic Dolphin A"

We had a wonderful stay at Magic Dolphin A. The unit was very clean and well maintained, which made settling in easy and comfortable. The beds were especially cozy- we slept great throughout our trip.It...

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$363
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 900 feet to One block to Lowdermilk Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ready to take in all the amazing sights of Naples?!?! This property is open May 2026!Reach out right away for this popular season and your Naples getaway. Only one block to the beach and the new Four Seasons property!You can escape and enjoy the Florida sunshine, palm trees, plants, flowers,...

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Featured review

"Naples Paradise at Coquina Cove"

From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great...

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$117
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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$197
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Charming two bedroom, two bath condo on the desirable south end of Marco with lovely sunset skys from the 4th-floor unit's lanai. This residence features a complete renovattion in 2022 - tile floors throughout, new appliances, cabinets, countertops, bathrooms, laundry, master closet, air conditioner....

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Featured review

"Very Nice"

Condo was well stocked, beautiful views, Since I am handicap beach was a far walk for me and the beach parking is bad or expensive but the condo itself was fantastic

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$300
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Lazy Days at Runaway Bay is the perfect place to take time out and relax at your home away from home. This ground floor beach condo has been updated and features a lovely open-floor plan, 2 bedrooms/2 bathrooms, as well as a sheltered lanai with views out to the lush tropical garden and is only steps...

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Featured review

"Fantastic area"

The condo and communications was perfect. NEVER had one issue. Would highly recommend. Clean pool and community activities.

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$280
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 35 miles to Manasota Key (North), Ft. Myers Beach (South)

Key Amenities

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

About this property

Dog-friendly condo near harbor, gated community, pools & modern updatesThis modern condo in Punta Gorda is perfect for a family or a group of friends seeking an unforgettable experience! Located in the Heritage Landing Golf and Country Club community, this retreat offers any avid golfer's...

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Featured review

"Great ground level condo!"

We stayed at the Breezy Palm in April, 2025. The condo was super clean, comfortable and fully equipped with all kitchen utensils and appliances. Michael was always available by email, text or phone to...

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$142
avg per night
New
Special Offer
Marco Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Million dollar unobstructed gulf views from this unit await your arrival at the recently renovated Tradewinds of Marco, a secured entry property. Enjoy the warm sands, turquoise waters, and sunsets that leave you breathless. Marco Island is located in Southwest Florida and this tropical paradise makes...

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$182
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Run to the Sun is a 2 bedroom/2 bathroom updated condo located in the sought after Runaway Bay community and has breathtaking bay views. Everything you need to complete your ideal beach getaway, can be found at Runaway Bay! Runaway Bay is a Gulf to Bay complex that is less than a 1/2 block away from the...

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Featured review

"Pure PLEASURE"

Such a wonderful location right across from the beach, unit was spacious, clean everything use need. Anna Maria is so special the sunsets are amazing, it's walkable for restaurants, shopping. I've been...

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$252
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Conch-Out Beach House 303 68th St, Holmes Beach, FL 34217 VRC19-000273 | 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Pet-Friendly Completely Renovated February 2025! Welcome to Conch-Out Beach House, a beautifully renovated one-level bungalow that blends classic Florida charm with...

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Featured review

"Beautiful house with a very short walk to the Gulf beach."

This is a great house in a fantastic location. The close beach access is very convenient. There are 6 complimentary high quality beach chairs that came in very handy. There is even a handy beach wagon...

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$736
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to Blue SeasBlue Seas is a large four bedroom with den and three full bathroom vacation villa situated in the highly desirable NW Cape. The home is centrally located within minutes to restaurants and shopping. If you enjoy tranquility but being in the center of great amenities you have come...

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$260
avg per night
Special Offer
Fort Myers Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Luxurious complex (Creciente) is being restored to like new complex following Ian! The unit is on the 3rd floor overlooking the Gulf! Furnishings are top shelf, with almost the entire interior updated and new. Situated accross the street from Santini Plaza, where you have access to stores and restaurants,...

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$240
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

As you walk into the property from the main entrance you will be welcomed with an open gathering room. To the left you will find two bedrooms one that has a queen bed and one bedroom has three beds (1 Single Twin and 1 Twin over Twin Trundle).  Between those two rooms you will also have a full guest...

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$364
avg per night
Punta Gorda Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A True Gem at Heritage Landing - Luxurious 2nd Floor Veranda Experience the epitome of Florida living in this stunning 2-bedroom + den, 2-bath veranda, complete with a social membership. This spacious home seamlessly blends elegance with comfort, offering an unparalleled lifestyle in one of the most...

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Featured review

"A wonderful, beautifully decorated condo At Heritage Landing."

A wonderful, beautifully decorated condo at Heritage Landing. We enjoyed all of the amenities and loved our stay!

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$157
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Create unforgettable memories at “Mia Bella” located on Hammock Road, just north of Pine Avenue, in a *premier deep water canal location* in Anna Maria. Mia Bella is a short walk to the gorgeous, white sandy beaches of Anna Maria Island. This *very spacious beach house* has been fully renovated...

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Featured review

"Delight in Anna Maria Island"

Salty Mermaid Vacation Rental in Anna Maria Island- Even before arriving to Mia Bella, the communication with both Bella and David was incredible. They both go above and beyond to make you feel comfortable...

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$797
avg per night
Special Offer
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd-floor luxury coach home with golf in Babcock National's gated community. This open-layout Coach Home has fantastic sunrise views of the fifth fairway. You will enjoy the split bedroom floorplan with three extremely spacious bedrooms with walk-in closets and two full baths, including...

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Featured review

"Babcock National Condo - Fell in Love!"

The condo is perfect. The 2nd floor condo has lots of space and very nicely furnished. Kitchen was well stocked with most anything a cook would need. The lania is the place to be to watch the golfers...

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$224
avg per night
Sarasota House
Sleeps 14, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Seascape on Clarinda | Spacious 4BR/4BA Private Pool Home with Outdoor Kitchen & Beach GearWelcome to Seascape on Clarinda, a stunning full-house rental nestled in Sarasota, Florida, just 20 minutes from the world-famous Siesta Key Beach. This beautifully appointed 4-bedroom, 4-bathroom home comfortably...

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$472
avg per night
Siesta Key Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Vacation rental close to the # 1 beach in the US - Siesta Key on the Gulf of Mexico (Sarasota)Siesta Key, awarded for its pristine, powdery white beaches and its azur blue waters is the perfect escape from everyday life.Whether you are looking for a perfect destination for your vacation, a romantic...

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Featured review

"Perfect"

We spent 18 days at the unit. The Unit is beautiful and clean. We enjoyed the location and hope to return next year.

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$224
avg per night
Venice Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly updated 2 bedroom/2+bath private Villa with 2 car garage located in the Myrtle Trace neighborhood in the Plantation. Villa is a 3-4 minute walk to the heated/cooled community pool. Walking and biking trails throughout this development. Villa is about a 10+ minute drive to Manasota Key Beach, Sharkey's...

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Featured review

"Wonderful Stay"

We thoroughly enjoyed our two month stay at Susan & Keith's villa. The property is nicely furnished and spacious. The screened in lanai was a favorite spot.Susan was very responsive to any questions...

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$163
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Make a salty margarita as soon as you arrive at Salty Margarita, a beautifully renovated 2-bedroom, 3-bathroom single-family home just moments from the beach on stunning Anna Maria Island. Step inside through the sliding balcony doors and you'll be greeted by an open-concept living area that connects...

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$422
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gorgeous unit and beautifully furnished with an incredible 2nd floor view of the Gulf of America. Sleeps six comfortably with a king master and a full-size bed along with a twin in the guest room, plus a queen sleeper sofa. beach chairs and toys for your enjoyment. You will not want to leave once you...

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Featured review

"Amazingly Fantastic."

The beach, Turtle Beach, not so great, but good to soak up the sun and be close by. Amenities were very good, staff exceptional, condo was awesome. Everything needed was there. Very clean, neat,

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$367
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 10 miles to Naples and Marco Island

Key Amenities

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

About this property

Our second floor condo in Coral falls, Lely, Naples has a bright and spacious feel, beautiful views and has all your needs for your home away from home while. The building is equipped with an elevator, as well as two separate stair cases. The primary suite sleeps two in its King size bed. The EnSuite...

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Featured review

"Perfect location and beautiful space!"

! had the most relaxing stay at this Florida condo! The location couldn’t be better—just a quick drive to beaches, shopping and dining.The condo was spotless, stylish, and incredibly cozy. I loved...

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$181
avg per night
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Pet Friendly Turnkey Furnished Resort-Style Short-Term Rental* Turnkey Furnished * Wi-Fi Internet and Basic Cable included. * LED TVs in all rooms * Screened in Lanai * A heated resort-style pool & spa * State-of-the-art fitness center * Full-service spa with massages, manicures, and pedicures *...

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$136
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry, you will find the open...

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Featured review

"Perfect Property"

Our stay at Blue Lagoon was perfect. The condo was very clean and had absolutely had everything you needed. The beds were very comfortable. The private home pool was so relaxing and inviting.

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$398
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Laika A lovely nestled Home in the SE of Cape Coral with South Exposure on a Canal. Open concept with modern kitchen and large Lanai. Nice view of the water with a dock.The very quiet neighborhood, close to shopping and restaurants offers the chance for jogging and biking. Enjoy your dining...

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Featured review

"Fabulous"

Absolutely perfect stay! Who wouldn't love it? Delightful in every way! The sun in the morning and the moon at night over the water!

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$210
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Wave From It All by Beach Retreats Vacation RentalsHolmes Beach, Anna Maria Island 3 Bedroom | 2 Bath | Sleeps 6Welcome to Wave From It All, your perfect island escape just steps from the sugar-white sands of Anna Maria Island. Whether you're sipping morning coffee on the porch with views...

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$467
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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$323
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Key Amenities

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

About this property

please find more information and all contact details on our personal homepage (see "Links")-----------------------------------------------------------------------------------Our generous and luxurious vacation villa with approximately 2100 sqf is located in a quiet part of SouthWest...

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Featured review

"Relaxation and Comfort at Villa Almost Heaven"

The time we spent at Villa Almost Heaven was amazing — a truly uncomplicated and relaxing experience. The villa is located in a calm and peaceful neighborhood, with shops, restaurants, and opportunities...

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$152
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Minutes to Siesta Key, downtown Sarasota, hospital, restaurants, shopping, fitness and schools. Entertaining and seamless indoor/outdoor living from a large 17-by-37 resort-style pool with fountains, an alcove with a built-in table and seating is incredible, tranquil and relaxing. There is a hard-to-find...

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Featured review

"Wonderful home - great pool - close to beaches!"

Owners Rachael & Sarab were wonderful during our stay and great to work with. The pool was as advertised, very large, great for a good sized family with kids. The home layout was great for our family as...

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$237
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 3 bdrm/3 bath condo in fabulous Vanderbilt beach location, just a 5 minutes walk from the beach. Watch beautiful sunsets from your lanai on the fourth floor of Regatta. This is a gated community with Resort style amenities, including a beautiful landscaped waterfall pool, a lap pool, a hot tub,...

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Featured review

"Excellent Regatta Rental"

Greatly enjoyed our recent stay at this spacious rental at the Regatta. Perfectly situated within a very short walk to Vanderbilt Beach and an easy drive to restaurants and shops. The unit has just been...

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$408
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Just a 2 minute walk across the street to the beautiful beaches of Anna Maria Island. This updated coastal beach condo is all you need for a stay in paradise, so slow down and enjoy the Beach life at 3 on Avenue Sea. Bradenton beach is centrally located just south of Anna Maria and Holmes Beach, just...

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$231
avg per night
Anna Maria Island Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from...

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Featured review

"Great for families!"

Great unit, excellent communication, comfortable beds! Kids utensils, pool/beach toys, pack n play, and toddler bed rail all there!

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$325
avg per night
Bradenton Apartment
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

“Paradise Cove” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez Beach!...

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Featured review

"Truly a gem"

Truly a 5 star hidden gem. We felt at home right away & were able to relax the few days we were there. You have the best of the beach just a few steps & across the road , then a few steps in the other direction...

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$219
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Discover island paradise at “North Shore” located on the *premier corner* of North Shore & Palmetto in Anna Maria, only 2 blocks from the gorgeous, white sandy beaches of Anna Maria Island and a few steps from very popular Slim’s Place restaurant and sports bar. This *ultimate beach...

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Featured review

"Amazing house!!"

This house was great we have been coming to the island for about 10 years! This was the best house and so close to the beach!! We will be back

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$666
avg per night
Punta Gorda House
Sleeps 9, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Private home in Punta Gorda Isles. 4 bedroom, 2 bath. Heated pool. Barbeque grill. Full kitchen. Adjustable beds King, queen, bunk bed, 2 twins. 85" television. king bedroom has TV. Queen bedroom has TV. Walking distance to Restaurants stores. Fishermans village walking distance or you can drive.

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$362
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Hello Darling, a freshly renovated 2-bedroom, 2-bath condo tucked into the friendly community of Runaway Bay. Sleeping up to 5 guests, this charming retreat blends modern comfort with peaceful, coastal vibes, perfect for families, couples, or anyone looking to unwind.As you walk in, you're...

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Featured review

"Nice"

Very clean nice home enjoyed it...would consider renting again..thank you...talked with the owner and manager next door Great people

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$261
avg per night
Last Minute Deal
Fort Myers Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom
8 reviews

Distance to beach: 0.0 miles to Gulf of Mexico

Key Amenities

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

About this property

Estero Beach & Tennis Club (and now also pickleball) is on the south end of the island. Far enough from the bustle of downtown, yet a short trolley ride to the restaurants, bars and shops in the center of town. Conveniently close to a Publix grocery store and gas station on the island. Across the...

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Featured review

"Excellent Estero"

Estero Beach and Tennis Club is a terrific place to stay. 7 days was barely enough. 1108 Building B, the unit looked fresh and inviting. Updated lately, it's a comfortable unit with fantastic views of...

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$210
avg per night
New
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$465
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

BRAND NEW ON THE RENTAL MARKET WITH AN OPEN CALENDAR FOR YOU TO CHOOSE YOUR PREFERED DATES!! Beautiful 3 bedroom home with southern exposure located in the desirable 600 block. Walk, cruiser bike or take our local shuttle service to Vanderbilt Beach! This home offers an open floor plan, high ceilings,...

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Featured review

"Lovely house, great location and wonderful hosts!"

We loved this home! The location in north Naples was ideal- close to Mercato, Vanderbilt Beach / Wiggins state park. The home is EXCEPTIONALLY well equipped in every way from PLENTY of beach towels, to...

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$269
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to this stunning 2 bedroom/2 bath condo designed to inspire elegance and comfort. Fully furnished, designer inspired residence. The master bedroom has a king bed, full bath, linen closet, and walk-in closet. The 2nd bedroom has a queen bed. There are 2 twin inflatable mattresses available for...

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Featured review

"Amazing condo with perfect location!"

A big thank you to Heidi and Joe for providing such amazing accommodations at your rental in Wellen Park. It was everything we hoped for and more! You both made the entire process so easy to navigate and...

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$151
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Charlotte Harbor Beach Park

Key Amenities

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

About this property

Old Florida at its best! Remodeled 3 bedrooms, 2 bath home with a split floor plan. Amazing canal view as soon as you open the door. Master has a new King Bed and on-suite bath with double sinks and an amazing large walk-in shower. The first guest room has a new Queen bed, the 3rd bedroom has a...

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Featured review

"Lovely vacation villa"

Could not fault this comfortable homely villa, very relaxing! Everything we needed and more! Beds were super cosy too! Cara and Bill were wonderful hosts! Nothing was a problem! The view of the canal,...

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$186
avg per night
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