Holiday rentals in Cypress Lake

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Top-rated holiday rentals in Cypress Lake

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Superhost
Home in Cape Coral
5 out of 5 average rating, 4 reviews

Heated Pool home with FREE Pay Per View Sports

Escape to this stylish Cape Coral home, where tranquility meets comfort. Unwind by the pool, surrounded by lush tropical foliage and fruit trees, or explore the stunning beaches of SW Florida. Enjoy evenings at local restaurants or whip up fresh seafood in the fully equipped kitchen and outdoor grill. For some friendly competition, challenge family and friends to a game of pool. With its light, airy design and spacious layout, this charming retreat is the perfect getaway for relaxation and fun!

Guest favourite
Flat in Cypress Lake
4.9 out of 5 average rating, 124 reviews

Prime location, very private, nice & spacious

The best location, period. This very quiet and private one bedroom apartment has a paved & shaded parking . To ensure a long night rest there are black out rolls on windows. Private courtyard with Gas grill & side burner. 1 block from Publix supermarket. Walk to FSW State College. Walk to Barbara B Mann theater or Suncoast Arena. 10 miles to Fort Myers Beach. 17 miles to Sanibel Island beaches. 8 miles to Downtown Fort Myers and just 15 miles to the SWF International Airport. 2 parking spaces.

Guest favourite
The sunset casts a warm glow over a tranquil saltwater pool, with palm trees reflected in the water. A spacious screened lanai surrounds the pool area, featuring lounge chairs and lush greenery. The calm canal adds to the serene atmosphere.
Home in Cape Coral
4.92 out of 5 average rating, 24 reviews

Sea you at the Cape

Sea You at the Cape, the perfectly located SW Florida getaway. Enjoy this stunning home on a wide canal. Watch the boats go by from your saltwater infinity edged pool, hot tub, or from the newly renovated interior. This home will help you breathe easier, laugh more, relax, and rejuvenate. Then hop on the provided kayak or bicycles to explore Cape Harbor and the many restaurants, shops, bars, and activities of Cape Coral. By boat enjoy the gulf and beaches just a mere 20 minutes away. Enjoy!

Guest favourite
Home in Cypress Lake
4.93 out of 5 average rating, 14 reviews

Gather By The Sea! Close to the beach! Heated Pool

Large Heated Pool! Catch your favorite sports game or movie from the outdoor tv while floating in the pool! Large outdoor dining area and outdoor grill to cook for large families! Very close to the worlds most beautiful beaches! Close to amazing restaurants! This home is completely remodeled on the inside! Everything is brand new! The home includes tons of supplies for all your pool and beach trips! The kitchen is fully stocked to handle cooking for larger families! Pet & family friendly!

Top guest favourite
A modern living area is highlighted by a spacious white sectional sofa, accented with a mustard yellow pillow. A glass coffee table sits atop a striped rug, while a charming yellow front door adds a pop of color. Decorative oars are mounted on the wall.
Cottage in Bokeelia
4.99 out of 5 average rating, 141 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

Top guest favourite
Home in Cape Coral
4.95 out of 5 average rating, 22 reviews

Rondo Retreat -Canal Home for 8 with Pool and Dock

This spacious 3br/6bed/2bath well-equipped home is located on the Rondo canal with private dock and Gulf access to the river and Ft. Myers Beach. Three sliding glass doors open to the updated heated pool and stone patio. Plenty of comfortable seating around a 60" outdoor TV and pool toys provide entertainment for the whole family. The farmhouse style decor enhances the feeling of relaxation and comfort during your stay. Truly, after check-in you will not want to leave--just sit and relax.

Guest favourite
A serene outdoor space features a rectangular swimming pool surrounded by a spacious patio with patterned pavers. A red umbrella provides shade over one of the lounge chairs, while lush greenery borders the area, enhancing the inviting feel of the backyard.
Cottage in McGregor
4.97 out of 5 average rating, 145 reviews

20 min to the beach! Pool, fire pit, 3bd/2.5ba

*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

Top guest favourite
A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.
Home in Iona
4.91 out of 5 average rating, 115 reviews

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Guest favourite
A comfortably appointed living area features a light-colored tufted sofa adorned with decorative cushions. A dark coffee table occupies the center of the space, which is illuminated by a ceiling light. In the background, a glimpse of the kitchen is visible.
Home in Cypress Lake
4.94 out of 5 average rating, 214 reviews

Cottage between Sanibel and Edison / Ford Estate

This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Free L2 EV charging in the garage! Cleaning fee only $49.

Guest favourite
A bright living space is presented with light-colored walls and modern furnishings. A large television displays a vibrant underwater scene. A cozy blue chair and a gray sofa with patterned cushions provide seating, while a wooden coffee table holds decorative items. Natural light illuminates the area.
Home in Cypress Lake
4.91 out of 5 average rating, 133 reviews

SWFL: Lake McGregor Home - Entire Home! 3B/2B

Our home is in a quiet, safe neighborhood perfect for remote work, family getaways, or long-term stays in a kid-friendly environment. Spacious & Fully Equipped: 3 bedrooms • 2 bathrooms • Full kitchen • Washer/dryer • 2-car parking • WiFi • Smart TV • Beach gear available (Cable/streaming not included). Prime Location: 10 miles from Fort Myers Beach, 7 mi from Downtown, and a 7-min walk to Publix, Walmart, and restaurants. RSW Airport is a 20-min drive.

Guest favourite
A charming two-story home is nestled among lush greenery and large trees, featuring a welcoming porch with white railings. Flowerbeds line the walkway leading to the front door, while a gravel driveway extends to the side. The surrounding area showcases colorful houses.
Holiday home in Fort Myers
4.96 out of 5 average rating, 141 reviews

Cozy Boho Escape! Walkable to Downtown attractions

Relax and enjoy all downtown Fort Myers has to offer! This historic home on a former guava plantation is a 7 minute walk to the historic River District - chock-full of shops, theaters and nightlife. Enjoy one of the many delicious restaurants within walking distance, or prepare a meal in the Casita's well-stocked kitchen and enjoy eating under the pergola in the backyard. There's no better place to enjoy the old Florida charm of Gardner's Park.

Guest favourite
Home in Cape Coral
5 out of 5 average rating, 12 reviews

New Villa Alhambra Lake at the lake-gameroom-dock

Brand new villa with heated infinity pool, spa/whirlpool and low-water area in waterfront south-facing orientation including fantastic views over Lake Alhambra for sole use. Modern and tastefully furnished villa in an absolutely quiet cul-de-sac. The concept and focus of the house are on the unique lake and the extremely spacious outdoor area, which invites you to relax, linger and recharge your batteries. New Gameroom

Popular amenities for Cypress Lake holiday rentals

When is the best time to visit Cypress Lake?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Cypress Lake?

    Cypress Lake has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Cypress Lake?

    Experience the best of Cypress Lake with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Cypress Lake?

    Four-legged friends are welcome in Cypress Lake. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Cypress Lake?

    Yes! Work meets play with ease at over 50 vacation rentals in Cypress Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Cypress Lake house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 house rentals with pools in Cypress Lake, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Cypress Lake have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cypress Lake have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cypress Lake have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cypress Lake have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Cypress Lake?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Cypress Lake

  • Total holiday rentals

    Explore 110 holiday rentals in Cypress Lake

  • Nightly prices starting at

    Cypress Lake holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    110 of Cypress Lake holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cypress Lake rentals

  • 4.9 Average rating

    Cypress Lake stays are highly rated by guests – averaging 4.9 out of 5!

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  2. United States
  3. Florida
  4. Lee County
  5. Cypress Lake