50 Best Fort Myers Beach Vacation rentals on Holiday Lettings - House rentals

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460 Vacation rentals

(14) Excellent 

25

Vacation home accommodation

Fort Myers Beach / Estero Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
Bay Front Dream Home. If the water is your passion, come stay in this beautiful bayfront home. Bring your morning cup of coffee to the screen-enclosed pool and lanai to watch the sunrise over Estero Bay. Enjoy fishing from the boat dock, watch the dolphins or its just …see more

from $371 / night

$1900 - $3010 / week

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from $371 / night

(22) Excellent 

24

Vacation villa in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Island setting. 4 Bed, 2.5 Bath Villa, 8 minutes stroll from the lovely Fort Myers Beach.33 Foot Infinity Pool with massage jets giving onto canal (dolphin+manatee visits). Extensive south facing Patio/Deck/Pool area with barbecue.Sleeps up to 8. Beach Equipment + Caddi …see more

from $214 / night

$1495 - $2215 / week

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from $214 / night

(8) Very Good 

30

Fort Myers Beach Vacation home rental

Fort Myers Beach / Estero Island

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
This property is a duplex. Two identical houses with shared large heated pool. Each house has 3 bedrooms and 3 bathrooms 1 kitchen opened to living room. There was a whole reconstruction in 11-2013. Everything was new. Bathrooms, flooring, kitchens and all furniture al …see more

from $299 / night

$1999 - $3000 / week

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from $299 / night

(4) Excellent 

25

Fort Myers Beach Vacation home accommodation

Fort Myers Beach / Estero Island

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Widgeon Cottage! Grab your dates now for 2015 and 2016. This property fills up fast! We have one of the few homes that has a heated pool and whirlpool spa. Walk out your back patio door to a warm pool or onto the dock overlooking the canal where you can fish …see more

from $199 / night

$1393 / week

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Responds fast!
avg. 1 hour 26 minutes

from $199 / night

6

Vacation condo with shared pool in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Sea Watch Resort Hilton time share property Close to residential area so less traffic and tourist traps September 2nd-9th 2017 Saturday to Saturday Week of Labor Day 6th floor ocean view Ample off street parking Close to shops and theater and restaurants --walking di …see more

from $140 / night

$980 / week

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from $140 / night

35

Fort Myers Beach Vacation home rental

Fort Myers Beach / Estero Island

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
One of two identical homes with shared patio and pool. White, sandy beach in a short, walking distance (3 minutes). The private island on the nature lake perfectly suits for fishing. Me and my wife love traveling, and one of the places that we love to return every y …see more

from $299 / night

$2093 / week

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from $299 / night

(2) Good 

23

Vacation home with shared pool in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to your dream house just near the beach. Our house is a newly constructed house near the beach with beautiful views of the Gulf of Mexico. The house is a part of gated community of 4 houses with a shared pool. It is approximately 3000 sq ft. with 3 bedrooms and …see more

from $249 / night

$1673 - $2023 / week

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from $249 / night

(1) Excellent 

25

Vacation condo with golf nearby in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
LOCATION, LOCATION, LOCATION! Come relax in your own beautiful GULFRONT condo IN ESTERO BEACH AND TENNIS CLUB, with all the amenities of home at your fingertips! Unit was just freshly painted and given a lot of TLC to make your stay even more enjoyable. Why stay i …see more

from $72 / night

$500 - $1450 / week

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Responds fast!
avg. 1 hour 36 minutes

from $72 / night

(10) Excellent 

16

Vacation home in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
This wonderful residential home is located at the end of a wide canal with direct access to Estero bay, offering boating and fishing right from the back yard. The home has three bedrooms, two full bathrooms and a private, in-ground heated pool with a screened in lanai. …see more

from $150 / night

$1050 - $2200 / week

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Responds fast!
avg. 1 hour 28 minutes

from $150 / night

24

Home rental in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Master bedroom with king sized bed, full bath, walk-in closet, TV, access to lanai and canal view. Second bedroom with twin beds and full bath, TV, door to lanai. Full size kitchen with breakfast bar and slider to lanai. Full dining room with bistro table for 8 and slid …see more

from $155 / night

$725 - $1006 / week

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from $155 / night

12

Vacation apartment rental

Southwest Gulf Coast / Fort Myers Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Splendid 1 bedroom efficiency accommodation, located with-in walking distance to Time Square. Important details: Bedroom: Spacial, designer queen bed and quality mattresses. The detailed bedroom has its own Flat Screen TV. The bedroom perfected with dresser and large m …see more

from $99 / night

$599 - $739 / week

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from $99 / night

(1) Very Good 

11

Vacation apartment with shared pool in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This spacious two bedroom, two bathroom condo has a great view of the pool from its screened in balcony. The master suite has a king sized bed and the 2nd bedroom has two twin size beds. There is also a sleeper sofa in the living room that is a pull out that is a full s …see more

from $85 / night

$595 / week

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from $85 / night

23

Vacation condo in Fort Myers Beach

Fort Myers Beach / Estero Island

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Just bring you swimming suit and your toothbrush. 7th floor beachfront condo. Fully furnished one bedroom efficiency sleeps 4. King size bed and new Queen size sleep sofa. Newly renovated kitchen with new appliances and cabinets. WIFI and cable TV. You will be just ste …see more

from $89 / night

$620 - $1250 / week

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Responds fast!
avg. 2 hours 35 minutes

from $89 / night

(9) Very Good 

42

Fort Myers Beach Vacation home rental

Southwest Gulf Coast / Fort Myers Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Want to rent ONLY the upper level. Ask Kim for discount. 165 inch outdoor pool side theater. Swim at night while watching your favorite sports team or movie. Bose speakers for crisp clear sound. 2 Level home with in-ground heated pool. Located only 6 OR 7 blocks fro …see more

from $175 / night

$1225 - $4150 / week

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from $175 / night

(1) Excellent 

15

Vacation home with shared pool in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Newly offered, completely renovated vacation rental including sparkling new pool. Location, Location, Location! One of the best off ocean front areas on Fort Myers Beach, a quiet residential street within walking distance to everything. No car needed to enjoy all that …see more

from $125 / night

$800 - $1800 / week

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from $125 / night

(5) Excellent 

20

Fort Myers Beach Vacation home rental

Southwest Gulf Coast / Fort Myers Beach

3 1 Min stay varies

  • 3 bedrooms
  • Sleeps 1
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Come and bask in the sunshine around the beautiful new heated pool and spa at this gorgeously renovated, elevated cottage. Located just 4 houses in from Estero Blvd, our white sugar sand beach is a very short stroll across the street. Around the corner, you will find th …see more

from $170 / night

$1150 - $2690 / week

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from $170 / night

17

Vacation condo in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Estero Island Beach Villas is located at the exclusive north tip of Fort Myers Beach Florida. Our deluxe Beach Front Two Bedroom/Two Bathroom condominiums are directly on the beach with unobstructed views of the beach, Gulf of Mexico and Sanibel Island. Read all of ou …see more

from $249 / night

$1250 - $4999 / week

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Responds fast!
avg. 3 hours 13 minutes

from $249 / night

(1) Excellent 

20

Fort Myers Beach Vacation apartment accommodation

Southwest Gulf Coast / Fort Myers Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Awesome beach location, awesome sunsets from the screened in balcony, waterfront view! 3rd floor condo at Castle Beach Condominiums is located at the south end of Fort Myers Beach, just minutes from Lovers Key! This 2 bedroom, 1.5 bath condo is fully furnished and wai …see more

from $78 / night

$545 - $1701 / week

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from $78 / night

(1) Excellent 

25

Vacation cottage in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
Walk to the beautiful sandy beaches from this quaint cottage. Located on a canal, there are inter-coastal, water views from the outside and upper decks. Near the grocery store and restaurants, but located on a quiet, residential street. With 3 bedrooms, a remodeled kit …see more

from $136 / night

$950 - $1598 / week

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from $136 / night

(5) Very Good 

19

Vacation apartment in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Gorgeous views of the beach and sunsets are seen from this beautiful ninth floor condo. The white sand beach for swimming or walking is immediately across our front lawn. Please note: At the present time only Saturday to Saturday bookings are accepted from October 1 …see more

from $75 / night

$525 - $975 / week

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from $75 / night

(1) Excellent 

29

Vacation apartment with shared pool in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
WELCOME TO FAIR WEATHER ESTATES! WITH POOL, WALK TO BEACH AND ALL ATTRACTION! UNDER NEW MANAGEMNET ! . . . The three-bedroom, one-bathroom The REGAL BEACH SPACIOUS CONDO is located a few houses from the white shores of the Gulf of Mexico, where the bleached sand b …see more

from $149 / night

$899 / week

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from $149 / night

(6) Excellent 

25

Vacation condo rental

Fort Myers Beach / Estero Island

1 4 6 nights min

  • 1 bedroom
  • Sleeps 4
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Paradise! We are located at the southern tip of Fort Myers Beach where Estero Bay and the Gulf of Mexico intersect. Enjoy our private white sand beach or walk the beautiful white sand beaches of Lover's Key State Park. You may also choose to watch the dolphin …see more

from $150 / night

$900 / week

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Responds fast!
avg. 1 hour 8 minutes

from $150 / night

(4) Excellent 

55

Vacation apartment in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Studio/ 1 Bedroom 8th floor condo, recently remodeled with new kitchen cabinets, dishwasher, ice maker, wood floors, 42in HDTV w/Surround Sound and fresh paint. 4 Har-Tru tennis courts. Across from Santini Plaza which has 6 restaurants plus a SubWay and an Italian Deli …see more

from $185 / night

$625 - $1300 / week

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from $185 / night

(1) Excellent 

27

Home rental in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

2 1 Min stay varies

  • 2 bedrooms
  • Sleeps 1
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Sandy Breeze is your perfect Fort Myers Beach getaway featuring ground floor living, screened lanai, fabulous pool and patio area and your own dock on a Gulf access canal. Entering into the open concept living and dining space, the King Master with ensuite bath is to yo …see more

from $170 / night

$1190 - $2690 / week

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from $170 / night

21

Fort Myers Beach Vacation apartment rental

Southwest Gulf Coast / Fort Myers Beach

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
*** GEORGEOUS GULF VIEW *** Ten acre property with beautiful beach at our front yard. Also, a heated swimming pool, four Har-tru tennis courts and across the street from Santini Plaza restaurants, shops and marina. Lovers Key State Park is two miles south. Our nint …see more

from $68 / night

$475 - $926 / week

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from $68 / night

(13) Very Good 

Certificate of Excellence

16

Apartment rental in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Rest your toes in the water and stay right in the middle of everything Fort Myers Beach has to offer! Walking distance from all attractions, 1/2 block from the beach, 1/2 block from bike rental shop, bars, ice cream shop and one of the best restaurants on the island! …see more

Certificate of Excellence

from $65 / night

$410 - $700 / week

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Responds fast!
avg. 1 hour 55 minutes

from $65 / night

(3) Very Good 

28

Vacation apartment in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Seahorse is a nicely appointed 2 bedroom ,1 bath suite with an oversized shower. The master has a pillow top king bed, and the 2nd bedroom has a pillow top queen. For extra guests there is a new pullout in the living area. The kitchen has full-size stainless steel appli …see more

from $140 / night

$900 - $1110 / week

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from $140 / night

(4) Excellent 

22

Apartment rental in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Spacious third floor 2 bedroom, 2 bathroom, corner southern exposure unit, high ceilings, security entrance, conveniently located in between Estero Bay and the Gulf of Mexico. This unit has easy beach access (10-15 minute leisurely walk), views of the canal, docks and b …see more

from $86 / night

$600 - $1200 / week

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from $86 / night

(3) Very Good 

66

Estero Island Vacation condo rental

Fort Myers Beach / Estero Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
*Rates are 60% off from May - November: 4-day minimum bookings.* December - April: I may be able to accommodate different arrival days (for last minute bookings). Just message me your request! Thank You Everybody loves the beach cart with two umbrella's, four chairs, …see more

from $100 / night

$700 / week

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Responds fast!
avg. 1 hour 43 minutes

from $100 / night

(10) Very Good 

Certificate of Excellence

10

Vacation apartment in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
STILL a fee weeks available in April and May! This unit is First Floor on deep water canal Close to Beach. From this attractive first floor unit, you can walk right out onto the patio and enjoy this special resort complex located at the south end of Fort Myers Beach. …see more

Certificate of Excellence

from $72 / night

$498 - $900 / week

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Responds fast!
avg. 1 hour 49 minutes

from $72 / night

17

Vacation home rental

Southwest Gulf Coast / Fort Myers Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Welcome to our Gulfview paradise! Our Beachhouse is in a quiet residential area where you are 100 feet to the silky white sands of the Gulf while having your own private heated in-ground pool. We provide all linens and towels and a fully equipped kitchen- come ready to …see more

from $165 / night

$1150 - $2250 / week

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from $165 / night

29

Fort Myers Beach Vacation home rental

Southwest Gulf Coast / Fort Myers Beach

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
If you are looking for a luxury vacation rental, 241 Miramar has all the bells and whistles every traveler is looking for. This property is a new construction single family home with many upgrades and a large heated pool located in the Time Square area, which is the mu …see more

from $215 / night

$1500 - $2600 / week

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from $215 / night

25

Apartment rental in Fort Myers Beach with shared pool

Southwest Gulf Coast / Fort Myers Beach

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
On the North end of the island this one bedroom, one bathroom condominium is just minutes away from the Fort Myers Pier, Time Square, shopping, and restaurants. This gated property offers beautiful views of the beach and Gulf of Mexico. Additional amenities include: co …see more

from $129 / night

$900 - $1350 / week

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from $129 / night

14

Vacation apartment with tennis court in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Enjoy your island vacation in this spacious and tastefully decorated Florida motif direct gulf front one bedroom condo.The Estero Beach and Tennis Club is located on the quiet south end of Estero Island at 7300 Estero Boulevard on beautiful Fort Myers Beach. It is s …see more

from $100 / night

$400 - $1701 / week

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from $100 / night

15

Vacation home in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

2 1 Min stay varies

  • 2 bedrooms
  • Sleeps 1
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
This newly renovated and tastefully decorated 2 bedroom suite is located on the ground floor of a mid island home, just south of Publix and a 3 minute walk to the beach at the Dakota or Sterling Beach Accesses. The Master Bedroom has a comfy King bed and the second bedr …see more

from $110 / night

$750 - $1990 / week

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from $110 / night

(3) Very Good 

35

Fort Myers Beach Vacation apartment rental

Southwest Gulf Coast / Fort Myers Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Stingray Suite at Myerside is a well appointed two bedroom, one-bathroom, with stainless steel appliances, granite counters, fully equipped kitchen, Egyptian cotton linens on pillow-top mattresses and amenities worthy of a luxury vacation. Close enough to "the action", …see more

from $120 / night

$840 / week

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from $120 / night

19

Vacation home with shared pool in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
Newly offered, completely renovated vacation rentals including sparkling new pool. Location, Location, Location! One of the best off ocean front areas on Fort Myers Beach, a quiet residential street within walking distance to everything. No car needed to enjoy all tha …see more

from $125 / night

$800 - $2000 / week

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from $125 / night

(1) Excellent 

31

Fort Myers Beach Vacation home rental

Southwest Gulf Coast / Fort Myers Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Blue Heron I This home is a spacious, fully furnished 3 bedroom, 2 bath attached villa on a quiet low-traffic street. Outstanding pool and spa offering outdoor living at its best including a gas BBQ grill. The home is only steps away from Fort Myers Beach and also offer …see more

from $145 / night

$1015 / week

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Responds fast!
avg. 2 hours 45 minutes

from $145 / night

6

Vacation home in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
Beautiful bedroom, private bath, with 36" flat screen cable TV. WIFI, Washer and Dryer in unit. Pool and exercise facility. Close to Upscale shopping, the best restaurants, golf courses, parks and not far from the beach. Continental breakfast daily. Real Bed; bright ro …see more

from $100 / night

$600 / week

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from $100 / night

21

Vacation apartment with shared pool in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
RED APPLE LUXURY BEACH CONDO (Ella’s Vacation Rentals) 1 bedroom 1 bathroom efficiency Beach Suite Time Square of Fort Myers beach is known for its vibrant nightlife, white sand beaches and tropical climate, the island of Estero is a perfect destination for an unforget …see more

from $99 / night

$599 - $739 / week

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from $99 / night