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Southwest Vacation Rentals

(3090 rentals)
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

MONTHLY RENTAL. Introducing our BEAUTIFUL NEW LISTING! Nestled within this premier condominium complex, our home offers direct access to the highly acclaimed Siesta Key Beach without the need to cross any streets.Our home away from home is perfect for those seeking a winter retreat or anyone seeking...

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Featured review

"CASARINA on Siesta Key Beach-#1 Beach, Place to Visit, Hosts"

To start off with Chris and Jeannie are the best hosts to deal with. Easy going, prompt if anything is needed! They share their lovely home with us vacation lovers visiting literally the #1 Beach-Siesta...

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$337
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Waterfront Living with Resort-Style Amenities: 2 Bed, 2 Bath Condo in West Bradenton on the south side of Palma Sola Bay just UNDER 3 MILES TO ANNA MARIA ISLAND! Experience breathtaking tropical canal views from your SCREENED LANAI, and walk the sea wall to enjoy the manatees or catch dinner!...

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$179
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Fort Myers

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Modern two bed, two bath condo in a private, and gated community. This property features many amenities, including a spacious community pool, fully equipped fitness center, picnic area with grills, a clubhouse that hosts endless activities, and walking path surrounding a private lake. Close to everything...

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$124
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 900 feet to gulf of mexico

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

You Will Love Our 1300 Sq. Ft. End Unit Overlooking Views Of Back Bay. Five Rooms, 9 Ft. Ceilings, 18'X16' Living Room, Tiled Kitchen, Tiled Bathrooms And Dining Room. 30 Ft. Screened Terrace With Your Own Washer/Dryer. Master Bedroom(King Bed) With Full Bath, Walk-In Closet. Guest Room...

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Featured review

"Excellent location"

We rented in Casa Marina Phi and Marilyn were great host. It very clean and had everything we needed. We loved sitting on balcony in the morning, pool across the street and a 10 minute walk to the beach....

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$185
avg per night
Englewood Condo
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the...

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Featured review

"Dream Come True!"

Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has...

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$193
avg per night

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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, and an EV charger. Upon entry, you...

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Featured review

"Blue Lagoon South"

We stayed at Blue Lagoon South on AMI!!!! This place was amazing for my children and I. Very clean and cozy!!! Modern!

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$360
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 3 bathrooms
15 reviews

Distance to beach: 8 miles to Englewood Beach, Boca Grande

Key Amenities

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

About this property

Seasonal/half a year/short term minimum one week available throughout the year. Vacation in this beautiful 3 bedroom/3 bath Rotonda West home with large private lot, over HALF ACRE . This is a special, very comfortable home with fantastic layout, with a total of 3200 sf under the roof : OPEN CONCEPT with...

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Featured review

"Great outdoor Space!"

Very enjoyable 3 month stay. Best pool and spa we ever had. Awesome location and very attentive owners

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$179
avg per night
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
19 reviews

Distance to beach: 100 feet to You are on the Beach

Key Amenities

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

About this property

Oct. 2025 Update: ALL Rates are DISCOUNTED because our pool is still under construction and will be completed in early fall. I know this is an inconvenience for all of us. However, the white sand beach is beautiful. We have discounted the rates based on this inconvenience.️ Prime Beachfront...

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Featured review

"Fantastic place! Home away from home - only much BETTER!"

I had a great, relaxing time at this awesome condo! It far exceeded my expectations! It is very well decorated, super clean and well appointed. The rooms are spacious, plenty of room everywhere. The...

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$337
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Sunshine Cove welcomes you to beautiful SW Florida! Our home is centrally located, close to restaurants, shopping, beaches, eco preserves, & so much more! Relax in our spacious lanai & enjoy our heated pool with a removable safety fence. Come hang out in our garage game room & play air hockey,...

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Featured review

"Sunshine Cove was a beautiful home and a great place to relax, in a quiet neighborhood!"

The home was exactly as shown! The kitchen was well stocked to meet our every need. The pool and lanai were amazing and perfect for evening swims for our grandchildren! Would stay here again!

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$276
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

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

About this property

Come stay at our newly renovated 2 bed/2 bath traditional Florida home! We recently completed work on our brand new heated 14'x25' salt water swimming pool. Take a dip in the morning or after a long day of exploring. We are blocks from the recently renovated Dearborn Street. Come enjoy the action...

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Featured review

"The Best!!"

We had the pleasure of renting this lovely home with a pool for a month in Englewood, our favourite Florida destination. The home was outfitted with everything you would need. It was most comfortable &...

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$199
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
30 reviews

Key Amenities

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

About this property

Introducing the Good Vibe Villa, where tropical happiness awaits! This beautifully remodeled home features a breathtaking pool and hot tub, a game room, waterfront fire pit, stunning outdoor kitchen, and paddle boards for your use and enjoyment! The house is situated perfectly on a saltwater canal, just...

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$384
avg per night
New
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your perfect vacation destination! This newly furnished 4-bedroom villa in Cape Coral, Florida is a dream come true for families and couples looking for a luxurious retreat. With its prime location in the south of Cape Coral, this waterfront property offers breathtaking views and easy access...

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$246
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The View at the Bradenton Beach Club offers panoramic views of the Gulf of Mexico and beautiful beaches from the living room, primary suite or private screened balcony. The condo is part of the Bradenton Beach Club that provides the very best in vacation accommodations. Amenities at the BBC include two...

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$724
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to South Venice Private beach with ferry

Key Amenities

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

About this property

Want that perfect Florida escape? Family friendly? You’ve found it. Quiet street, well appointed home and your very own private pool — all just minutes from gorgeous Gulf beaches. Highlights (a quick skim for an easy read!)Private heated swimming pool with evening LED lightsScreen...

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Featured review

"Wonderful stay at this house."

Great vacation at this house. Clean and all the necessary items and supplies were in the house. Thanks very much!

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$338
avg per night
Special Offer
Englewood House
Sleeps 10, 0 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to this lovely spacious house in Englewood in the Grove City District. Fantastic for families, golfers, fishermen and, girls or boys weekend. This adorable property features 4 cozy bedrooms that sleep 2 in each- 3 rooms with king beds and 1 with a queen bed. Enjoy the convenience of 2 bathrooms,...

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$170
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

New rental at Lely Resort in Naples! Handicap accessible!THE PROPERTY This 3-bedroom, 2-bathroom condo sleeps 8 and is located in the Greenlinks Community which is highlighted by the community pool and hot tub. This resort-style pool is perfect for a nice cooldown or to lounge out and get some tan...

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$346
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • WiFi

About this property

Escape to Palmetto Serenity – Brand New Cape Coral VillaHighlights- Sleeps 6–7 | 3 bedrooms | 2 bathrooms- Private heated pool with patio & outdoor dining- Fully equipped kitchen & open-concept living- Wi-Fi, smart TV, fishing poles & family games- Bikes,...

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$200
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Totally renovated with a modern chic vibe, this 2-bedroom, 2-bath condo offers stylish living with sweeping bay views. Featuring high-end finishes, an open layout, and abundant natural light, this turn-key home perfectly blends elegance and comfort.Step into style and sophistication with this beautifully...

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$311
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Havana LuxosHavana Luxos is a luxurious, breathtaking three-bedroom, four full bathroom vacation Villa with amazing amenities. Havana Luxos is situated in the highly desirable SE Cape. Centrally located with Gulf Access, close to restaurants and shopping, near Del Prado Blvd. with all...

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$468
avg per night
New
Cape Coral House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Riverhouse Queen - Spacious Spacious Cape Coral Riverfront Retreat The Riverhouse Queen is located at Cape Coral's Fit for a queen, this villa offers spacious comfort and majestic views of the Caloosahatchee. The Riverhouse Queen is ideal for families or groups, with generous living areas, a full...

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$450
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Distance to beach: 0.2 miles to Naples

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Breathtaking Views of the Gulf from an expansive 8th-floor lanai, and an enviable location steps away from beaches at Delnor-Wiggins State Park are all wrapped up in this bright Vanderbilt Towers Penthouse residence. The immaculate turn-key furnished condo has tile floors throughout and features an open...

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$223
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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$335
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Cape Coral Paradise: Executive Home, weekly & monthly rates upon request. Weekly and monthly rates are available upon request. Fully appointed 2200 Sq Ft. Home. 3 Bedroom, 2.5 bath, living room, office, dining, large eat in kitchen, large Lanai, outdoor kitchen, large inground heated saltwater pool...

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$307
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

When you arrive at the property you will notice ample parking for your whole party.  When you enter the property, head up the stairs in the front of the home and enter your code.Once you enter you will see where the property gets its name, Crazy Mermaid! When you enter you will see off to the...

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$377
avg per night
New
Placida House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Upscale Seasonal Coastal Retreat in Placida, Florida* 3-BEDROOMS, 3-BATH, 3-CAR GARAGE * 2 BEDROOMS WITH ATTACHED BATH AND WALK-IN CLOSETS * PRIVATE ELEVATOR FROM GARAGE * SHORT DRIVE TO BEACHES OF BACA GRAND AND ENGLEWOOD * HEATED COMMUNITY POOL * CLUB HOUSE, TENNIS COURTS, FITNESS CENTER *...

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$217
avg per night
Punta Gorda Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

AVAILABLE, WEEKLY, BI-WEEKLY-MONTHLY......Come enjoy your Marina get-away condo in popular Burnt Store Marina. Turnkey furnished condo within a short walk to the Marina Yacht Basin with fabulous views of marina life and evening sunsets. Beautiful 1 Bedroom/1bath with tile flooring throughout, plus enclosed...

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Featured review

"Quiet condo right on the marina!"

Nice quiet location with really good restaurant across street from the condo. Condo was clean and well stocked. I will definitely stay here again.

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$125
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...

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$373
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Bella Luna, where you'll find a beachfront condo boasting two bedrooms and two bathrooms, complete with access to a heated community pool and spa. Whether you prefer basking in the sun on the beach or enjoying the breathtaking Gulf views from indoors, this is the perfect retreat. And don't...

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$436
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 Aloha CoveAloha Cove is a large three bedroom and two full bathroom vacation villa situated in the highly desirable SW 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 to the...

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$299
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Welcome to Your Southwest Florida Retreat Discover the perfect balance of serenity and style at our 1,850 sq. ft. villa — your private oasis in sunny Cape Coral.Tucked away in a quiet, family-friendly neighborhood, this beautifully maintained home offers the ultimate space to relax, recharge,...

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Featured review

"Lovely stay"

We had an amazing stay at this beautiful Cape Coral home! The house has 4 spacious bedrooms and it was perfect for our family.The backyard is lush and serene, we really enjoyed relaxing (as much as...

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$342
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in dates blocked on the calendar, please message me. This 100% updated home has everything from a large heated pool, outdoor shower, lush mature landscaping, completely furnished inside...

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Featured review

"Awesome House"

WOW! I can not say enough about the wonderful stay we had. The house was beautiful and stocked with everything a family would need and the location is perfect. Short walk to beach and Pine St. restaurants...

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$375
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 Kings CastleKings Castle is a three bedroom and 2-bathroom vacation villa situated in the highly desirable SE Cape. The home is centrally located to shops and restaurants and to one of the main roads, if you are enjoying the Florida lifestyle but being in the heart of great amenities, you...

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$298
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Please note that surrounding units may still be undergoing improvements. The shuffleboard, club house, and fitness center are currently unavailable until further notice. For updates, please contact SeaBreeze Vacation at .When it's time to run away— to escape to a tropical island oasis where...

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Featured review

"Great location!"

We've been on Ana Maria Island before; it's a lovely area. This was a great location for us and the management was very prompt and considerate whenever we contacted them. Thank you so much!

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$234
avg per night
Sarasota House
Sleeps 5, 3 bedrooms, 3.5 bathrooms

Distance to beach: 4 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Enjoy this delightful and brand new home located in Gillespie park. The layout of the house is very comfortable with a delightful front porch and a lanai for morning coffee in the private back yard. The kitchen is well stocked with dishes and cookware, with the newest appliances. It is fully furnished...

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$462
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 200 yards to South Beach 2 Blocks

Key Amenities

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

About this property

Beautifully remodeled and renovated waterfront condo 2 blocks from the Gulf of Mexico. It is our. Home away from Home" and not an investment property. This 2BR 2BA spacious 1560+ sq. ft. plus lanai 4th floor condo is walking distance to Marco Island's pristine sandy beaches. The expansive...

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Featured review

"Wonderful"

I've been coming to Marco Island for over 20 years and have stayed in many condos and houses. The South Beach area has become a "must stay there" part of the island. Eileen and Tom's home away from home...

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$226
avg per night
Special Offer
Fort Myers Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to numerous

Key Amenities

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

About this property

Charming Majestic Palms just 5 miles to beaches Sleeps 5 guests. 3 Bedrooms 2 Bathrooms Ground floor, no steps or elevators needed. Be our guest at 11701 Olivetti Lane Iona , Florida Available December 2025 and/or January 2026Our roomy ground floor home is clean and modern. Perfect for retirees....

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Featured review

"Excellent rental"

Awesome rental..clean, roomy, no problems at all..close to shops, restaurants..owners were great...pool steps away..all in all we had a wonderful time

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$136
avg per night
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

For less than you would pay for a small 3 star hotel room, you can rent our turn-key furnished condo overlooking Bobby Jones golf course. NO hurricane damage. Up 5 steps from your enclosed stone lanai to your wood deck. Available today at off season rates. One month minimum.Tucked behind Bobby...

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Featured review

"Condo"

We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.

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$129
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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$164
avg per night
Cape Coral Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 6 miles to Yacht Club Beach, Cape Coral

Key Amenities

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

About this property

Enjoy SW Florida coastal living in my stunning new 9th-floor condo! The last half of March '25 and beyond are available! Booking for 2025 Holidays and Winter of 2026. For lucky snow birds, inquire for a monthly rate. Whether you're traveling for vacation, a family visit or remote working, I...

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Featured review

"An exceptional condo and location"

I truly enjoyed my 3 month stay at this incredible Cape Coral condo. The condo is beautifully appointed with everything you can possibly need. For a long term stay it had everything to make it feel like...

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$278
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Renovated 2 bedroom,2nd floor, fully furnished, near elevator, overlooking 18th tee and lake. Cable, washer, dryer. Pool, walk to tennis courts. Killer view. Temporary full-club membership available at reasonable rate. Quality golf course with many active players - men and women. Also active tennis...

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$146
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy a beautifully fully renovated first floor Vernadas unit! Brand new everything!! Top of the line appliances, ceramic tiles throughout whole unit, all new tall cabinets in kitchen and baths with beautiful granite and very unique back splash in the kitchen. Bathrooms are much spacious, showers have...

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$207
avg per night
Anna Maria Island House
Sleeps 12, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

If you're looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedroom oasis. Located on the idyllic north end, Anchor Splash is a short stroll from the white sandy beaches and warm, aquamarine gulf waters. It's also within walking distance...

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Featured review

"Great place"

We loved our stay at Anchor Splash, the house is beautiful and it is a great location. The beds were very comfortable the pillows not so much. One of the TVs did not work in one of our bedrooms with the...

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$656
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

In the heart of Holmes Beach on Anna Maria Island rests this charming recently renovated, pet-friendly home just steps to the beaches. Misty Beach is a charming coastal home with a flamingo-shaded exterior, quickly moving you onto island time. The interior creates a welcoming and calming environment....

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$407
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th/Top Floor and almost soaring above the peaceful nature preserve, the views are incredible. Cathedral ceilings and the unique decor and updates, provide the tropical feel you are looking for in your winter escape. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This...

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$237
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Step into comfort and style in this generously sized coach home, offering 3 bedrooms, a versatile den, a private elevator, and a spacious 2-car garage. The open-concept layout creates a seamless flow throughout the living areas, perfect for both entertaining and everyday living. Unwind on the screened...

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$400
avg per night
New
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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$350
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Discover island paradise at “Magnolia” located on Magnolia Ave., a *premier residential street* just south of Pine Ave. in Anna Maria. Magnolia is just 2 blocks from the gorgeous, white sandy beaches of Anna Maria Island, 1 ½ blocks from the charming Ginny & Jane E’s Café,...

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$606
avg per night
Siesta Key House
Sleeps 13, 5 bedrooms, 4 bathrooms
14 reviews

Distance to beach: 400 feet to Siesta Beach

Key Amenities

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

About this property

Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage on a Navigable Canal to the Bay And Then The Gulf of Mexico , Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway....

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Featured review

"What a fantastic home and location?!!"

We just spent a full week at 5589 Cape Letye and had a wonderful experience. We had a total of 6 adults and 4 teenagers and we had more than enough space in the home. The home is gorgeous both inside and...

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$909
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples

Key Amenities

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

About this property

This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2,...

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$800
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to Yacht Club

Key Amenities

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

About this property

About the Property This property booked for 2026, HOWEVER we have another 3/2 home with similar set up, closeby with a pool that we are moving everything into Dec 8 and new listing with photos of furniture and artwork to come December 11! Available December 23, 2025.Sleeps: 6 Bedrooms: 3 Bathrooms:...

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Featured review

"A beautiful home, and wonderful hosts!"

We had a great stay in this perfectly decorated and furnished home. We were greeted with a bottle of wine, a plate of home-made cookies, and a goodie bag for our puppy. Niko A fantastic, large,fenced...

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$200
avg per night
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