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Southwest Vacation Rentals

(3278 rentals)
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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$736
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

If you are looking for a terrific vacation spot tastefully decorated, clean, and comfortable, you just found it. You can be as lazy as the sun and free as the Gulf breeze. We are not underselling ourselves when we say we have the 'Best Location' on 'Crescent Beach.' Experience the...

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Featured review

"Great view!"

Great family vacation spot with great views and nice condo. Crescent arms staff are all very friendly and helpful.

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$421
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

JUST LISTED - Condo with two bedrooms and two bathrooms now available with brand new appliances and many other updates with the most amazing golf course view from private balcony. Lease includes full golf privileges on championship 18-hole course along with access to all other amenities.Beautiful...

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$213
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Bay View Living with Resort-Style Amenities: 2 Bed, 2 Bath Condo in West Bradenton and the coveted Palma Sola Bay Club on the east side of Palma Sola Bay! Experience breathtaking panoramic bay views with amazing sunsets from the privacy of your own unit and walk the grounds to live, swim, or...

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$125
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Step into this impeccably designed, brand-new first-floor condo boasting the captivating allure of West Indies Style Architecture, with one of the most tranquil views in the community from this former model home. From the moment you enter, you'll be enchanted by the ceramic tile flooring that spans...

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$283
avg per night

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Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Less than a minute's walk to the beach!Watch the sunset from the house!King sized bed in every bedroom.PARKING FOR ALL...Bring your boat or RV...Invite guests... There's room for everyone!Shell House is a two-story, 3-bedroom, 2-bath, multi-level fun-house on a extra large...

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Featured review

"Great Two Weeks in Holmes Beach"

I lived in Holmes Beach for many years. It was always my favorite place to be. When I needed to move I promised myself I would rent and come as often as I could. SunPlaza West has always been my go to...

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$386
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

Get ready to spend your days in a beach house daze when you book your next island getaway at this luxury vacation condo at South Seas Marco Island. Towering above the water's edge along Marco's famed Tigertail Beach, the floor plan of this opulent South Seas condominium was designed to capitalize...

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$176
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy the privacy and comfort of this wonderful 2 bedroom / 2 full bathroom family condo located in Sandpiper at Bonita Bay.Experience elegant living in this meticulously furnished 2-bedroom, 2-bathroom (max occupancy 5) ground-floor condo in Sandpiper at Bonita Bay. Enjoy tranquil lake views from...

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$200
avg per night
Venice House
Sleeps 3, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to this newly renovated 2-bedroom, 1-bath coastal cottage in the heart of the Island of Venice! Ideally located just minutes from the beach and charming downtown, this peaceful getaway blends laid-back beach vibes with modern comfort.You'll love the brand-new appliances, hurricane-impact...

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$167
avg per night
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

For DIRECT BOOKINGS, Click to HOST and Visit Website !!!!!Beautiful Décor', Live on the Quiet Pool, Play on the Resort PoolThis Bonita Village Beauty offers 2 Bedrooms, 2 Baths, 2 Pools, 2 Beaches, Chickee and Peloton Equipped Fitness Center!You'll enjoy the look and feel...

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$229
avg per night
Siesta Key Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 100 yards to Siesta Key private area of beach

Key Amenities

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

About this property

This updated Villa is on the beach side of Siesta Key, with private beach!!! It does not get better than this!! Fully renovated private villa on beachside. In 1 to 2 mins you can have your feet in the sand. Parking directly in front of villa. (Updated pics coming soon) There is an amazing huge pool,,...

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Featured review

"Fantastic vacation, great rental!!"

Highly recommend!! Property was very clean, interior is updated; we had a very comfortable stay. Fully stocked with towels and essential kitchen cookware. Ruth was great to work with, very responsive and...

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$275
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 100 feet to Crescent Beach

Key Amenities

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

About this property

Relax and listen to the waves while sitting on your private lani. You're on the top floor (6th) of the Siesta Breakers Condominium, a private, gated facility with direct access to Crescent Beach, the #1 Top Rated beach in the USA.This luxury 2 bedroom 2 bath apartment, has been kept up to date...

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Featured review

"Siesta Key"

The area: The general area of the condo was a fun place to visit. Plenty of stores within walking distance (just across the street). More than ample restaurants from which to choose. If you are heading...

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$375
avg per night
Siesta Key Apartment
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Modern 1 bedroom, 2nd Floor unit in Siesta Key Village offers great location just two buildings from the beach and one block into the village with restaurants and shopping. The unit offers leather furniture, updated kitchen, 1 smart TV. Complex offers community pool and laundry facilities located just...

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Featured review

"Close to everything"

Kitchen was well stocked, condo had everything we need. Would stay again. Bed was comfortable. Close to everything

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$166
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to House of Palms! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Screened in Private Pool with Solar Heater Beach Equipment, Corn Hole, and a Putting Green Fully stocked kitchen for all your favorite home cooked meals...

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Great location close to shops, restaurants, Veterans Park, and much more. This 3 bedroom 2 bath home is very spacious and has great water views, a heated pool, and a spa, The house has been completely updated with a contemporary vibe and is very spacious. There is something for everyone to do like sunbathe,...

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Featured review

"Girls deer hunting week."

This home was perfect for 4 women enjoying the sun while the guys were hunting. The home was beautiful and exceeded all of our expectations. The location is great, walking distance to many restaurants and...

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$200
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Clean and comfortable this condo 1 bedroom 1 bath has all amenities for a wonderful vacation. Angler's Cove has many amenities such as two tennis courts, community room, two pools, two hot tubs and plenty of deck space with tables and chaise lounges around the pool. Your visit is not complete without...

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Featured review

"Absolutely Must Stay Here!"

This unit has almost everything you need for an extended stay! Beautifully furnished, lovely views from the end unit lanai. The kitchen has everything you would need to prepare any type of meal. Super convenient,...

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$90
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Waterfront property with direct access to the Gulf of Mexico, southwest exposure, lighted boat dock, heated and lighted swimming pool, tennis courts, Pickleball-courts, fitnesscenter, shuffleboard, bocce court, table tennis, Ice machine.Living area: 1.075 sqft; property area: over 200.000 sqft. 2...

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Featured review

"Wonderful will rent again!"

We try to come down every year and happened to find a very reasonable deal for this unit. It was clean, the beds were comfortable, and we loved having coffee on the little patio off the kitchen. It was...

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$113
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Renovated 1BR/1BA condo with all new furniture, tile floors, bathroom, granite kitchen with stainless steel appliances, flat panel TVs, dishwasher, step-in shower, screened lanai, and Wireless Hi-Speed Internet! The resort is on the bay, has 2 pools, 3 Jacuzzis, tennis, and our famous Dolphin Tiki Bar...

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$95
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
44 reviews

Key Amenities

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

About this property

A millionaire's retreat! This completely remodeled first floor unit with view of the Gulf of Mexico and amazing sunsets awaits you on Siesta Key. Walk out the lanai door directly to the beach where children can play within view or walk over the boardwalk to the blue-green waters of the Gulf within...

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Featured review

"You WILL NOT be disappointed with this condo!!!"

I have nothing but rave reviews of this rental - the location, the condo itself and the owners. We had an amazing time and they had anything and everything that you could want in the condo. We will definitely...

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$275
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

No steps! Professionally decorated for comfort and style this open floor plan ranch style Villa has soaring ceilings. Curl up with a movie on the 55" TV on the finest luxury leather we could find. Fully equipped stainless steel kitchen with everything you could possibly need. Stainless steel grill....

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$167
avg per night
Bradenton House
Sleeps 10, 4 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Bradenton Paradise 4BR/2BA HEATED POOL & Mini Putt Welcome to your Bradenton retreat, a spacious 4-bedroom, 2-bathroom home designed for comfort, fun, and family gatherings. Sleeping up to 10 guests, this beautifully maintained property offers modern amenities and a bright, open layout perfect for...

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$199
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Buckeye Haven is situated in one of the most sought after communities on Anna Maria Island. Playa Encantada is a tropical beach front community with the white sandy beaches of Anna Maria Island! This popular destination is sure to please beach goers, as well as tennis and pickleball enthusiasts. The...

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$220
avg per night
Marco Island House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Amazing long water view with west-facing sunsets! This gem has many updates including; 5 bedrooms, 3 baths, an open floor plan, with great natural stone, and an updated kitchen, and bathrooms. 4 of the bedrooms have water-facing views. 2 of the guest bedrooms feature king beds, one of the king guest bedrooms...

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$429
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Welcome to your Fort Myers home away from home! This beautiful and modern 3-bedroom, 2-bathroom condo spans 1,905 sq. ft. and is situated in a gated community just two years old. Perfect for long-term stays (30+ nights), it comfortably sleeps up to six guests with a king bed in the master suite and two...

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Featured review

"Beautiful condo"

We stayed at Chris’ condo for the month of March 2026. The condo was spacious and accommodated our family and dog perfectly. The community was the perfect size and all the residents we met were friendly...

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$200
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

SOLD

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$204
avg per night
Anna Maria Island House
Sleeps 8, 5 bedrooms, 5 bathrooms
39 reviews

Key Amenities

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

About this property

Beachfront Luxury + Pool Deck + Complimentary Golf Cart | Cloud 9Welcome to Cloud 9, a stunning beachfront retreat where modern luxury meets relaxed coastal living. Perfectly positioned on the quiet north end of Anna Maria Island, this beautifully designed 5-bedroom home offers everything your group...

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Featured review

"Paradise!"

This home was perfect for our family vacation- great views, clean, well stocked, we will definitely be back! Thank you!

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$1,200
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY! Your Exquisite Getaway on Lemon Bay Welcome to Serenity, a stunning retreat perfectly nestled on Lemon Bay, and just a 5 minute drive to the beautiful Manasota Key Beach. This beautifully designed home offers seamless indoor-outdoor living, with floor-to-ceiling windows providing...

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$650
avg per night
Siesta Key Apartment
Sleeps 25, 9 bedrooms, 9 bathrooms
5 reviews

Key Amenities

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

About this property

Our seven apartment beach house is located 100 yards from the beach at Access #7 and one-block from the tropical Village of Siesta Key. Heated pool and spa along with our poolside surfboard bar and barbecue give our guests many choices to very their daily routine. Our 1st and 2nd floor above ground level...

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Featured review

"Spring Break at Midnight Cove II"

had a lot of great options that were not found on the typical rental sites. I sent multiple requests and received feedback from most of the requests that I submitted. The owner of the unit we ended up booking...

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$315
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

This beautifully updated condo is located on the 12th floor and has amazing views of the gulf, pool and city. During the day time you can enjoy relaxing on the balcony and in the evening enjoy the beautiful sunsets. Kitchen has granite countertops and stainless steel appliances. The dining room table...

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$186
avg per night
Special Offer
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Waterfront villa with pool, hot tub, and tiki hut in a quiet canal location in Cape CoralLocated directly on a canal in a quiet area of Cape Coral, this vacation villa offers a relaxed setting with water views, tropical landscaping, and a well-designed outdoor space. Bright interiors and modern finishes...

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Featured review

"Great home"

Happy cape 16 was perfect for us. Accommodated three couples very nicely. Location was great with a beautiful park within walking distance. House had a nice lay out and equipped with everything we needed....

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$186
avg per night
Anna Maria Island Cottage
Sleeps 4, 1 bedroom, 1 bathroom
43 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • WiFi

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable beach vacation!Sailfish Gulf Suites is comprised of 4 separate suites. Suite 1 has direct views of the Gulf of Mexico and is just a few steps to the beach.It features 1...

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$468
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Canal Views from living, kitchen, dining & 1 bedroom! A luxury coastal getaway that just came on the market with an open calendar! Step into paradise and enjoy the amazing outdoors with heated pool, large patio space and spacious Gazebo for evening entertaining! Beautifully appointed with designer...

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$650
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Tastefully renovated 2nd floor unit with great beach/gulf views. Fully equipped & furnished kitchen with granite countertops. Beach chairs, umbrella, beach wagon, coolers, linens, towels - everything you need for a great time in sunny Marco Island. Master BR has a beautiful view of the gulf and...

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$117
avg per night
Rotonda West Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
10 reviews

Distance to beach: 12 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A superb 4-bedroom villa with a fabulous pool and heated spa overlooking the lake and golf course. The area of Rotonda West is a deed-restricted community where quiet streets and well-maintained properties are at its heart. This villa is positioned across a double lot giving a feeling of space and privacy...

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Featured review

"Beautiful place"

A return visit for me as I love it here. The villa is beautiful, everything you could possibly want and more… and the pool is very welcoming on return from a hot day! Quiet area, but not far from great...

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$275
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Large 3 bedroom/2.5 bathroom condo, fully tiled, high ceilings with a screened balcony facing the pool. It's less than a 2-minute walk to the Gulf of Mexico - so close that you can hear the waves on the wide beach when the sliding glass doors are open. Just outside the screened balcony, there is...

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$235
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

From the minute you enter Villa Camille, you will experience Miami lifestyle – whether you stay with family or friends, everyone will enjoy unwinding on the southern terrace, taking a dive in the pool, indulging in cold drinks and self- barbecued steaks, or simply chilling on the couch in the relaxing...

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Featured review

"beautiful house centrally located in a quiet location."

everything in its place and very nice service on site. Ideal place to relax with a boat to have the fun. I can recommend this house

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$186
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our vacation oasis. We love the peaceful, friendly vibe of the Bay Oaks community and hope you do as well. Our two bedroom, two bathroom second floor condo unit has been recently upgraded with new living and dining room furniture and new bedding in relaxed but upscale style. The complex sits...

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$158
avg per night
Siesta Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated PoolLocated right in the Heart of Siesta Village, Sarasota FL - Short Walk to Crescent BeachVILLAGE WEST: This Siesta Key one bedroom ground floor condo vacation rental is located right in the heart of Siesta Village...

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Featured review

"Great location!"

The location of this rental was perfect. We were able to walk into the village to shop and eat within a few minutes. Drive time to local attractions was minimal.

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$163
avg per night
Marco Island House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This lovely 3 bedroom, 2 home has a guest house attached to make it a 5 bedroom 4 bath home . Just steps from this home are the white sands of the crescent beach of Marco Island, not to mention a wide choice of fantastic restaurants, a four screen dine-in movie theater, ice cream parlor, shops, the Marco...

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$257
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
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.5 miles to So zbeach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

---Now Booking Fall, Holiday & Winter Weeks on Marco Island!Enjoy your getaway in a spacious three-bedroom, two-bath pool home that comfortably sleeps seven guests. This dog-friendly home is located on the desirable south end of Marco Island, just a short walk to both South Beach entrances.Availability...

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Featured review

"No surprises and met expectations for a great stay"

Clean, comfortable place in a quiet neighborhood. Perfect location to relax and still have easy access to amenities.

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$300
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A perfect home to fully enjoy all that Marco Island has to offer. Completely redesigned and renovated inside and out last year. This home features an open floor plan, all new furniture (including new beds, mattresses, and linens), and all new appliances. The home has a comfortable contemporary coastal...

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Featured review

"Fabulous home"

This home was amazing. It made our vacation complete It hade everything we needed for an enjoyable stay

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$199
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to “Salty Sunsets” on beautiful Anna Maria Island. This luxurious property is located north of Pine Ave with easy access to Bean Point. This Anna Maria Island vacation rental home offers all the goodies to make sure your vacation does not skip a beat. This beautiful property offers...

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$750
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 0.1 miles to Private beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This WATERFRONT condo is very spacious, beautifully updated. Perfectly located within a minute of a private sandy beach and right along the waters edge of a salt water canal and intra coastal waterway. Enjoy the great water views that span the full width of the ground floor condo. Fishing, kayaking,...

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Featured review

"Comfort & Convenience"

Spent a full month and it truly felt like a home away from home. The condo had everything you needed for the beach, umbrellas, beach cart, great beach towels & even kids toys. The kitchen was exceptionally...

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$234
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to this beautiful house on a peaceful cul-de-sac. The screened lanai (south exposure) has a private heated pool with an attached hot tub that overlooks a picturesque lake. A perfect location to sit in the hot tub and enjoy the sunset. Also part of the screened lanai, is a shaded patio area...

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Featured review

"Amazing!!!!"

Just completed a week vacation with my family and it was perfect! The house is perfect for multiple families. The bedrooms all have their own bathroom/shower, so there is lots of privacy. The layout of...

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$225
avg per night
Sanibel Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

This newly completed Florida cottage, located in the sought-after Beachview neighborhood, offers a premier luxury experience. Finished in late 2025, this four-bedroom, three-bathroom residence features meticulous attention to detail throughout.The property includes an extensive lanai with outdoor...

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Featured review

"Beautifully Accented property!"

Stayed for Easter week. Beautiful home, well cared for and updated. Jan made everything easy! Definitely would stay again and have already suggested it to several colleagues!

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$415
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Newly renovated home, minutes from Vanderbilt Beach and Delnor-Wiggins State ParkTHE PROPERTY The Tuscan Vacation Rental has cozy, warm, coastal elegance! This 3 bed, 3 bath home has extra sleeping arrangements that sleep 8. Recently updated, the home features a very spacious and open layout, perfect...

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Featured review

"naples"

best house ever . had a wonderful vacay will sure come back. house so clean.. pool wonderful. situated close to beach.all updated.

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$244
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 15 miles to Boca grand

Key Amenities

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

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community will be like nothing else you’ve seen in Southwest Florida, you will enjoy a stunning resort style pool featuring gradual entry and lap lanes....

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Featured review

"Heritage Landing Unit"

Owners are definitely Tenant friendly. Actually the best we have rented from in many many years. Great view from balcony of 11th hole and sunset in the evening. Unit is well supplied with utensils and necessary...

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$143
avg per night
Rotonda West House
Sleeps 10, 4 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 15 miles to Boca Grande Beach – 20 minutes away

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Boca Grande Getaway | 4BR Golf Course Pool Home Escape to this beautiful 4-bedroom, 2-bath retreat overlooking the lush greens of Rotonda West’s scenic golf course. Designed for comfort and relaxation, this home offers a private in-ground pool, spacious open layout, and all the amenities you need...

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Featured review

"Question not a review. Couldn't get the appropriate message box to work."

Is the pool heated? Can you see the golfcourse? It looks like plants and flowers, while beautiful, might block the view. Thank you.

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$199
avg per night
Longboat Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Updated top-floor 2 Bedroom + Den with a pullout sleeper with stunning water views from nearly every room. Enjoy the private beach just steps away, featuring 750’ of Gulf frontage and renowned sugary white sand. The open concept layout is perfect for coastal vacationing, complemented by two spacious...

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$165
avg per night
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